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Dissertations / Theses on the topic 'Alkyne complexes'

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Published: 4 June 2021

Last updated: 1 February 2022

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1

Mallors, Ruth Louise. "Alkyne and alkyne-arene complexes of ruthenium." Thesis, University of Edinburgh, 1995. http://hdl.handle.net/1842/15261.

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The introduction begins with an out-line of the cluster surface analogy and looks at the importance of studying small organic molecules on clusters to attain a greater understanding of metallic surfaces. The Chapter goes on to look at the activation of alkynes upon coordination to a cluster and assesses the diverse behaviour of alkynes as ligands, some electron counting considerations are considered. Reaction procedures employed in the synthesis of cluster-alkyne complexes are compared highlighting pros and cons of the different routes. The Chapter concludes with a brief synopsis on the cluster [Ru₆C(CO)₁₇]. Chapter two is concerned with the synthesis and characterisation of a series alkyne substituted hexaruthenium carbonyl complexes. It is shown that through the utilisation of the oxidative decarbonylation reagent trimethylamine-N-oxide, Me₃NO but-2-yne will successively displace carbonyl ligands to yield the complexes [Ru₆C(CO)₁₅(m³:h²:h¹:h¹-Me₂C₂)], 2, [Ru₆C(CO)₁₄(m₃:h²:h¹:h¹:-Me₂C₂)(m:h²:h²-Me₂C₂)], 3. [(Ru₆C(CO)₁₂(m₃h²:h¹:h¹-Me₂C₂)₃], 5 and [Ru₆C(CO)₁₀(Me₂C₂)₄], 6. It is observed that the octahedral array of atoms in complex 2 undergoes a polyhedral rearrangement when reacted to form 3 which exhibits a capped square based pyramid geometry, Complex 3 loses a carbon monoxide ligand to produce [Ru₆C(CO)₁₃(Me₂C₂)₂], 4 via chemical and thermal activation. Complexes 3, 5 and 6 display unusual electron counts of 88 when according to polyhedral electron counting predictions such geometries should have counts of 86, this is discussed. The Chapter goes onto investigate the synthesis of complexes which have difference alkyne ligands bound to the cluster fragment. Complexes [Ru₆C(CO)₁₄(Me₂C₂)(Ph₂C₂), 7, [Ru₆C(CO)₁₅(MeC₂Et)], 8, [Ru₆C(CO)₁₄(MeC₂Et)(Me₂C₂)], 9 and [Ru₆C(CO)₁₂(MeC₂Et)(Me₂C₂)(Ph₂C₂)], 11 are prepared and characterised. The Chapter closes with concluding remarks and an update of the current state of play of the research.

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2

George, Darren Shawn Allen. "Alkyne and alkynyl complexes of rhodium and iridium." Thesis, National Library of Canada = Bibliothèque nationale du Canada, 1999. http://www.collectionscanada.ca/obj/s4/f2/dsk1/tape7/PQDD_0025/NQ39530.pdf.

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3

Davoile, Ryan J. "New reactions of metal-alkyne complexes." Thesis, Loughborough University, 2003. https://dspace.lboro.ac.uk/2134/12908.

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This thesis describes the use of bimetallic alkyne complexes for use in variants of the Nicholas reaction. The heterobimetallic core provides a source of chiral control unlike previous protocols reported in the literature, as stereocontrol arises from the inherently chiral cobalt-molybdenum core of these complexes and not from an external source. The inherently chiral heterobimetallic complexes were utilised as efficient chiral auxiliaries for nucleophilic additions to both propargylic alkene and Nicholas salt complexes with a degree of stereocontrol also extending to intramolecular addition. 1,3-Dipolar cycioaddition to homo bimetallic and heterobimetallic enyne complexes to obtain isoxazoline ring systems was investigated, following a report in the literature. A novel homobimetallic 1,3-dipole was synthesised on opening of a cyclopropane, subsequel1tly trapping with a series of aldehyde and imines to efficiently form tetrahydrofuran and pyrrolidine ring structures. Chapter 1: An overview of developments of homobimetallic alkyne complexes in the Nicholas reaction as reported in the literature. Chapter 2: Highlights our research into the use of bimetallic alkyne complexes for use in organic synthesis. Chapter 3: Provides experimental data for our studies.

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4

Wexler, Pamela Andrea. "Synthesis and reactivity of tantalum and tungsten alkyne complexes: Models for alkyne cyclization." Diss., The University of Arizona, 1990. http://hdl.handle.net/10150/185228.

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Intermediates in the cyclization reaction of alkynes have been isolated using the group 5 tantalum phenoxide reagents, Ta(DIPP)₂Cl₃(OEt₂) and Ta(DIPP)₃Cl₂(OEt₂) (DIPP = O-2,6-C₆H₃-i-Pr₂). The extent of cyclization has been effected by controlling the sterics at the metal center or the alkyne itself. Reducing the less congested bis phenoxide complex, Ta(DIPP)₂Cl₃(OEt₂), by two electrons in the presence of 2-butyne or 3-hexyne allowed the isolation of an arene complex, (C₆R₆)Ta(DIPP)₂Cl (R = Me, Et), which is formally classified as a 7-metallanorbornadiene. This complex can also be reduced by one more electron to produce a tanatalum (II) species that readily undergoes a one-electron addition reaction with halogenated reagents. This complex also underwent an intramolecular C-H activation of one of the alkyl groups on the arene ring. Attempts were made to try and generalize this cyclization and C-H activation chemistry to the group 6 metals. Tungsten phenoxide and mixed phenylimido-phenoxide reagents were synthesized for use in subsequent cyclization reactions. Reducing the bis phenoxide complex, W(DIPP)₂Cl₄, by two electrons in the presence of a variety of alkynes afforded the alkyne complexes W(DIPP)₂Cl₂(RC≡CR') (R = R' = Me, Et, Ph; R = CMe₃, R' = H). The mixed phenylimido-phenoxide complexes, W(NAr)(DMP)ₓCl₃₋ₓ (x = 1 or 2; NAr = N-2,6-C₆H₃-i-Pr₂; DMP = O-2,6-C₆H₃Me₂), were also reduced by two electrons in the presence of alkynes to afford adducts (i.e. W(NAr)(DMP)₂(EtC≡CEt)). These alkyne adduct complexes failed to undergo any cycloaddition reactions. Reduction of the tantalum tris phenoxide complex, Ta(DIPP)₃Cl₂(OEt₂), by two electrons in the presence of the bulky alkynes diphenylacetylene or trimethylsilyl-1-propyne afforded the isolation of the alkyne adducts (DIPP)₃Ta(PhC≡CPh) and (DIPP)₃Ta(Me₃SiC≡CMe) respectively. The alkyne adduct (DIPP)₃Ta(Me₃SiC≡CMe) undergoes regioselective cross-coupling reactions with smaller alkynes to afford metallacyclopentadienes. Metallacyclopentadienes can be formed directly from the reduction of the tris phenoxide complex in the presence of smaller alkynes (i.e. (DIPP)₃Ta(CEt=CEtCEt=CEt)). The alkyne adduct undergoes cyclization reactions with nitriles that contain α-hydrogens to yield metallacycloenamine complexes (DIPP)₃Ta(CSiMe₃=CMeC(=CHR)NH). The adduct also reacts with ketones to produce metallacyclic complexes with the formulation (DIPP)₃Ta(CSiMe₃=CMeC(RR')O).

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5

Al-Resayes, S. I. "Phospha-alkyne complexes of the platinum metals." Thesis, University of Sussex, 1985. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.372068.

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6

Mylvaganam, Murugesapillai. "Addition-transfer reactions of zirconium alkyne complexes." Thesis, University of British Columbia, 1989. http://hdl.handle.net/2429/27602.

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A unique type of reaction, namely the addition-transfer process, has been developed. This reaction transforms the zirconium alkyne complexes, Cp2Zr(η²-alkyne)(PMe₃), to 2-diphenylphosphino and 2-trimethylstannyl alkenyl zirconium compounds by reaction with Ph₂PCI and Me₃SnCl respectively. In the former process, the Ph₂P group is found to be cis to the Cp₂ZrCl group whereas, in the latter case, the Me₃Sn and the Cp₂ZrCl moieties are trans to one another. This reaction was also used to synthesize dienyl zirconium compounds having Ph₂P substitutions on the diene. Preliminary mechanistic proposals suggest that the Ph₂PCI is reacting via a four-centre pathway involving the P-Cl bond and one of the Zr-C bonds of the zirconium alkyne complex; whereas Me₃SnCl reacts via a transition state similar to a π-complex.
Science, Faculty of
Chemistry, Department of
Graduate

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7

Sundavadra, Bharat Viram. "The organometallic chemistry of alkyne-bridged bimetallic complexes." Thesis, University of Cambridge, 1993. https://www.repository.cam.ac.uk/handle/1810/272569.

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8

Harding, David James. "Redox-active group 6 transition metal alkyne complexes." Thesis, University of Bristol, 2000. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.324328.

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9

Fletcher, Anthony James. "Preparation and synthetic use of heterobimetallic alkyne complexes." Thesis, Loughborough University, 2002. https://dspace.lboro.ac.uk/2134/35938.

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This thesis describes the use of heterobimetallic alkyne complexes for use in an efficient stereoselective variant of the Pauson-Khand reaction. Unlike previous protocols found in the literature the source of chiral control upon cyclisation arises solely from the inherently chiral CoMoC2 core of these complexes and not from an external source. The inherently chiral Co(CO)3MoCp(CO)2- and desymmetrised Co2(CO)5(PPh3)-alkyne complexes were utilised as efficient chiral auxiliaries for nucleophilic additions to remote centres of complexed propargylic aldehydes to form secondary propargyl alcohols with a degree of diastereocontrol. A new procedure for the preparation of Co(CO)3MoCp(CO)2-alkyne complexes has also been addressed in which an adaptation of previously known methodology was devised for rapid and robust synthesis negating specialist techniques and procedures. The diastereoselective complexation of Co2(CO)7(PPh3) with a range of chiral alkynols has also been demonstrated with the view to bring about a stereoselective catalytic PK reaction procedure. Chapter 1 [is] an overview to the uses of dicobalt-alkyne complexes in the literature and developments in this field Chapter 2 highlights our research into the use of heterobimetallic-alkyne complexes for use in organic synthesis. Chapter 3 provides experimental data for our studies.

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10

Cairns, Gareth Alan. "Novel aspects of alkyne substituted transition metal complexes." Thesis, University of Bath, 1998. https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.242813.

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11

Blakeman, Philip Gerald. "Alkyne derivatives of gold and platinum." Thesis, Imperial College London, 1999. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.322299.

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12

Gill, Louise Jane. "Alkyne transformations on mixed-metal cluster frameworks." Thesis, University of Sheffield, 1997. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.267106.

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13

Rumble, S. J. "The reactivity of mononuclear molybdenum and rhenium alkyne complexes." Thesis, University of Bath, 1994. https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.387311.

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14

Boonyuen, Supakorn. "The redox chemistry of Group 6 metal alkyne complexes." Thesis, University of Bristol, 2005. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.420906.

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15

PatroÌn-RodriÌguez, Elena. "The redox chemistry of molybdenum and tungsten alkyne complexes." Thesis, University of Bristol, 2004. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.402312.

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16

Maah, M. J. "Transition metal complexes derived from phospha-alkynes." Thesis, University of Sussex, 1987. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.381631.

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17

Helps, I. M. "The synthesis of plant growth regulators via alkyne hexacarbonyldicobalt complexes." Thesis, University of Strathclyde, 1985. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.381126.

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18

Kataoka, Yasutaka. "Generation and Synthetic Applications of Niobium-and Tantalum-Alkyne Complexes." Kyoto University, 1992. http://hdl.handle.net/2433/74593.

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19

Fryatt, Ross. "Heterobimetallic alkyne complexes and their use in asymmetric organic synthesis." Thesis, Loughborough University, 2004. https://dspace.lboro.ac.uk/2134/34925.

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This thesis describes the use of heterobimetallic alkyne complexes in asymmetric organic synthetic pathways. Unlike previous protocols in the literature, the source of chiral control is due to the inherent chirality of the heterobimetallic core and not from an external source. A new method for the preparation of Co(CO)3MoCp(CO)2-alkyne complexes has been addressed with a view to a more rapid and cleaner preparation of these complexes, adapting previously known literature methodology. Preparation of diastereomerically-enriched alcohol complexes has also been attempted.

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20

Brayshaw, Simon Keith. "Metal complexes bearing pendant alkynes and metal complexes of N-heterocyclic carbenes." University of Western Australia. School of Biomedical and Chemical Sciences, 2004. http://theses.library.uwa.edu.au/adt-WU2005.0017.

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This thesis is comprised of two parts. The first part describes the synthesis of cyclopentadienyltungsten complexes containing a pendant alkyne group (I), and the subsequent photo-induced intramolecular coordination of the alkyne, forming complexes such as II. Compounds containing intramolecularly coordinated alkynes are rare, and this is the first example using cyclopentadiene as the core ligand. The second part describes the synthesis and structural characterisation of a number of novel metal complexes containing N-heterocyclic carbene ligands, some containing particular functionality for taylored applications. New methods were used to form complexes of rhodium, iridium, silver and gold (eg. III, IV). Structural and spectroscopic properties of the complexes were correlated with electronic characteristics of the ancillary ligands. A number of rhodium and iridium complexes (eg. IV) derived from imidazolium-linked cyclophanes were synthesised and structurally characterised. Complexes of N-heterocyclic carbenes with pendant ionic groups were synthesised, and a preliminary examination of their catalytic activity in water was performed. N-Heterocyclic carbenes complexes containing an electron withdrawing nitro group were synthesised and the effect of the nitro group on metal-ligand bonding was examined.

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21

Woolhouse, C. "Aspects of the reactivity of mononuclear molybdenum complexes containing an alkyne ligand." Thesis, University of Bristol, 1989. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.234582.

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22

Wu, Xian [Verfasser]. "New Tungsten Alkylidyne Complexes as Catalysts for Alkyne Metathesis / Xian Wu." München : Verlag Dr. Hut, 2012. http://d-nb.info/1020298812/34.

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23

Kendrick, Dafydd ap. "Seven-coordinate and alkyne complexes of molybdenum(II) and tungsten(II)." Thesis, Bangor University, 1991. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.280355.

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24

Wen, Ting Bin. "Alkyne activation and carbon-carbon bond formation mediated by osmium complexes /." View Abstract or Full-Text, 2003. http://library.ust.hk/cgi/db/thesis.pl?CHEM%202003%20WEN.

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25

Poulton, Andrew Michael. "Investigation into the uses of bimetallic alkyne complexes in organic synthesis." Thesis, Loughborough University, 2005. https://dspace.lboro.ac.uk/2134/34566.

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This thesis describes the use of both heterobimetallic and novel desymmetrised homobimetallic metal alkyne complexes in organic chemistry. A range of novel desymmetrised Co2(CO)5IPr-alkyne complexes have been synthesised and their reactivity investigated. This resulted in a highly diastereoselective thermal Pauson–Khand reaction. Previous protocols in the literature have had to use N-oxide promoters to achieve diastereoselectivity on desymmetrised bis-cobalt cores. The use of substituted dihydrofurans as cyclopropane surrogates for the formation of novel homobimetallic 1,3-dipoles has been realised, although currently with high substrate specificity. The zinc mediated addition of carbon nucleophiles to the inherently chiral Co(CO)3MoCp(CO)2-alkyne core has been investigated. This overcomes a previous lack of reactivity towards carbon nucleophiles, but expresses only low diastereoselectivity. The use of the Co(CO)3MoCp(CO)2-alkyne core as a nucleophilic chiral auxiliary has been thoroughly investigated. Chapter 1: an overview of the Pauson–Khand and Nicholas reaction and developments in the field. Chapter 2 highlights our research into the use of bimetallic-alkyne complexes in organic synthesis. Chapter 3 provides experimental data for our experiments.

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26

Harris, Michael C. J. "Synthetic application of zirconocene #eta#'2-imine and #eta#'2-alkyne complexes." Thesis, University of Southampton, 1995. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.295637.

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27

Flower, Kevin R. "The synthesis and reactions of some new cationic alkyne complexes of tungsten(II)." Thesis, Bangor University, 1990. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.236744.

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28

Bartlett, Ian Mark. "The redox activiation of alkyne ligands in group 6 transition metal complexes." Thesis, University of Bristol, 1997. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.390376.

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29

Sasakura, Kohei. "Studies on a Series of Transition Metal Complexes Derived from Alkyne-containing Bisphosphine Ligands." Kyoto University, 2020. http://hdl.handle.net/2433/254522.

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30

Meehan, Margaret Mary. "Mono and multimetallic complexes of molybdenum(II) and tungsten(II) containing phosphorous donor ligands." Thesis, Bangor University, 1998. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.267186.

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31

Armstrong, Elaine M. "The synthesis and reactions of molybdenum(II) and tungsten(II) alkyne complexes." Thesis, Bangor University, 1989. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.314395.

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32

Fraser, Lauren Rae. "Structural characterization and catalytic activity of rhodium pyrazolylborate complexes in alkyne hydrothiolation." Thesis, University of British Columbia, 2007. http://hdl.handle.net/2429/31686.

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A series of hydrobis- and hydrotris(pyrazolyl)borate bis(triphenylphosphine) rhodium (I) complexes were synthesized and structurally characterized. These complexes are of the general form [BpRRh(PPh₃)₂] {BpR = H₂BR'₂ , R' = 3,5-dimethylpyrazolyl (2), pyrazolyl (3)}, and [TpRRh(PPh₃)₂] {TpR = HBR'₃ , R' = 3,5-dimethylpyrazolyl (1), pyrazolyl (4), 3-methylpyrazolyl (5), 3-phenylpyrazolyl (6), or 3-phenyl-5-methylpyrazolyl (7)}. Wilkinson's catalyst, [ClRh(PPh₃)₃], and the corresponding potassium salt of the ligands were mixed together in THF or toluene to produce known complexes 1-4 and new complexes 5-7. Both solid state and solution phase characterization were carried out for these complexes. The X-ray crystal structures were obtained for complexes 2, 4 and 5-7. All showed approximate square planar geometry with coordination of two pyrazolyl rings. IR spectroscopy (KBr pellet) was performed on complexes 1, 2 and 4-7 and the BH stretching frequencies were in the range of κ²-coordination. ¹H and ³¹P{¹H} NMR spectroscopy was performed on all seven complexes and variable temperature NMR spectroscopy for complexes 1 and 4-7 to examine the solution phase structures of these complexes. Complexes 1-7 were then used in alkyne hydrothiolation reactions with alkyl thiols as catalysts and their activities were examined. It was found that tris(pyrazolyl)borate complexes were superior to bis(pyrazolyl)borate complexes. As well, tris(pyrazolyl)borate rhodium complexes with substitution at the 3- and 5-positions on the pyrazolyl rings gave the best selectivity and yields, favoring the branched alkyl vinyl sulfides. Thus, complexes 1 and 7 have shown to be effective catalysts in alkyne hydrothiolation when using alkyl thiols to give regioselectively the branched isomer. A general method to produce branched alkyl vinyl sulfides has been discovered and will be presented in the body of this thesis.
Science, Faculty of
Chemistry, Department of
Graduate

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33

Parker, Kyle Daniel James. "The synthesis and reactivity of tantalum diamidophosphine complexes featuring an activated alkyne unit." Thesis, University of British Columbia, 2014. http://hdl.handle.net/2429/47058.

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A series of tantalum complexes supported by the diamidophosphine ligand [PhNPN*] were synthesized using Ta(alkyne)Cl₃(DME), Ta(V) reagents that feature a reduced alkyne unit: [PhNPN*]Ta(3-hexyne)X, and [PhNPN*]Ta(BTA)X (X = Cl, H, alkyl, N₃; BTA = bis(trimethylsilyl)acetylene). For these complexes, the bonding and reactivity at tantalum is best understood as a combination of both the high-valent ‘Ta(V)-alkenediyl’ and low-valent ‘Ta(III)-alkyne’ structural formalisms. The synthesis and reactivity of a series of Ta imide complexes, generated via the displacement of the alkyne ligand with an aryl azide from corresponding [PhNPN*]Ta alkyne complex is reported. In addition, the synthesis and attempted synthesis of Ta alkyne azide and nitride complexes are discussed. The further reactivity of the Ta imide complexes with aryl azides, and the synthesis of a triazenide moiety is presented. The reactivity of [PhNPN*]Ta alkyne monohydrides with a variety of small molecules was explored. These monohydride complexes combine with 2,6-dimethylphenyl isocyanide and phenylacetylene to form five-membered tantallacyclic products by coupling with the Ta-bound alkyne ligand. A kinetic study of the thermal rearrangement of a Ta alkyne phenylvinyl complex to the corresponding tantallacycle is included. The synthesis of formate and methylene diolate moieties via the reaction of carbon dioxide with multiple equivalents of Ta monohydride was also explored. The hydrogenolysis of [PhNPN*]TaMe₃, and several [PhNPN*]Ta alkyne alkyl and hydride complexes were investigated. The motivation for this work came from the remarkable reactivity observed by a previously reported Ta tetrahydride, ([NPNSi]Ta)₂(μ-H)₄ (1.71) with various small molecules, including N₂. An analogous tetrahydride complex, ([PhNPN*]Ta)₂(μ-H)₄, (5.4) was synthesized via the high-pressure hydrogenolysis of the [PhNPN*]Ta complexes. Unfortunately, the inertness of 5.4 with respect to N2 means that comparisons to the reactivity observed with 1.71 could not be made. The synthesis and structure of the Ta alkene hydride intermediates formed via low-pressure hydrogenolysis of the Ta alkyne complexes is presented. Possible mechanisms for the formation of these intermediates are discussed. The synthesis and proposed structure of a cationic [PhNPN*]Ta imide complex is presented, and potential catalytic applications of this complex are discussed. Newly synthesized compounds were structurally characterized by a combination of NMR spectroscopy and X-ray crystallographic studies.

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34

Hasegawa, Makoto. "Studies on Efficient Reactions Using π-Lewis Acidity of Cationic Metalloporphyrin Complexes." 京都大学 (Kyoto University), 2017. http://hdl.handle.net/2433/225612.

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35

Ting, Fai Lung. "The chemistry of osmium and ruthenium carbonyl clusters with functionalized alkyne and phosphine ligands." HKBU Institutional Repository, 2001. http://repository.hkbu.edu.hk/etd_ra/296.

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36

Miki, Koji. "Studies on Alkyne-Based Transition Metal-Carbene and -Vinylidene Complexes Aimed at Efficient Catalytic Reactions." 京都大学 (Kyoto University), 2003. http://hdl.handle.net/2433/77762.

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37

Zhu, Jun. "Theoretical studies on bonding in platinum boryl and metallabenzene complexes and mechanisms of ruthenium/osmium mediated allene insertion reactions and molybdenum/tungsten catalyzed alkyne metathesis /." View abstract or full-text, 2007. http://library.ust.hk/cgi/db/thesis.pl?CHEM%202007%20ZHU.

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38

McInnes, Jacqueline M. "Aspects of the chemistry of transition metal complexes carrying η²(4e)-alkyne and η⁴-cyclobutadiene ligands." Thesis, University of Bath, 1995. https://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.295453.

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39

PANG, LOUIS SING KIM. "THE ELECTRONIC STRUCTURES OF ORGANOMETALLIC ALKYNE AND VINYLIDENE COMPLEXES AS DETERMINED BY X-RAY AND ULTRAVIOLET PHOTOELECTRON SPECTROSCOPY (CYCLOPENTADIENYL, VALENCE, MANGANESE, CORE, VANADIUM)." Diss., The University of Arizona, 1985. http://hdl.handle.net/10150/188072.

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The chemistry and bonding of alkynes and vinylidenes in organometallic complexes have been investigated. A variety of these complexes have been synthesized and characterized by X-ray crystallography, temperature-dependent NMR, molecular orbital calculations, and most importantly, HeI, HeII and MgKα photoelectron spectroscopy (PES). The core and valence ionizations are found to be very informative with regard to the relative bond strengths and stabilities of these complexes. The first step involved preparation of the series of complexes R-CpM(CO)₂(alkyne) (R-Cp = Cp, MeCp and Me₅Cp). When M = Mn, Re (alkyne = 3-hexyne, 2-butyne and hexafluoro-2-butyne), the molecular mirror plane bisects the alkyne (horizontal conformation). PES shows the alkyne (π(⊥)) orbital forms a filled-filled interaction with the frontier metal orbital which is significantly destabilized. The ionizations derived from the two alkyne π orbitals are not split. When M = V, the alkyne (C₂H₂, 3-hexyne, etc.) coincides with the molecular mirror plane (vertical conformation). PES shows the alkyne π(⊥) orbital donates electrons to the electron deficient vanadium and the metal backbonds strongly to the alkyne. Electronic factors controlling the conformations in the d⁶ manganese case has been much discussed in the literature. Another factor not previously identified is necessary for understanding the conformation in the d⁴ vanadium case. The energy of the LUMO reveals that this factor is donation of cyclopentadienyl electrons into an empty d orbital of the electron deficient vanadium. Rearrangement of alkyne complexes to terminal vinylidene and bridging vinylidene complexes, similar to reactions of organic molecules on metal surfaces, were also investigated. The series of [R-CpMn(CO)₂]₂(μC=CHR') (R' = H, Me) (Chapter 6) and CpMn(CO)₂(C=CHBuᵗ) (Chapter 7) complexes were prepared. PES showed that the terminal vinylidene ligand has less filled-filled interaction with the metal and stabilizes the metal more than the alkyne does. The bridging vinylidene accepts more electron density from the metals and stabilizes the metals more than the terminal vinylidene. The removal of antibonding electrons from the HOMO of the metal fragment by the bridging vinylidene leaves net metal-metal bonding interaction and forms a stable dimetallocyclopropane structure.

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40

Àrias, i. Burguera Òscar Verfasser], Matthias [Akademischer Betreuer] [Tamm, and Daniel B. [Akademischer Betreuer] Werz. "Development of catalysts for alkyne metathesis : Synthesis of functionalised molybdenum benzylidyne complexes and related species / Òscar Àrias i Burguera ; Matthias Tamm, Daniel B. Werz." Braunschweig : Technische Universität Braunschweig, 2020. http://d-nb.info/1205461957/34.

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41

Fauché, Kévin. "NHC portant des azotures : intermédiaires dans la synthèse catalysée d‘hétérocycles polyazotés et auto-fonctionnalisation de complexes métal-NHC." Thesis, Université Clermont Auvergne‎ (2017-2020), 2018. http://www.theses.fr/2018CLFAC062/document.

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Les carbènes N-hétérocycliques (NHC) sont très utilisés pour complexer les métaux de transition. Ils quittent rarement ce rôle de ligand ancillaire et trouvent, depuis une vingtaine d’années, des applications en catalyse ou, plus récemment, en chimie médicinale. Dans ce travail, nous discuterons d’une méthode de synthèse douce conduisant à la formation de complexes AgI – NHC via une source d’argent soluble. Cette méthode nous a permis d’obtenir des complexes bien connus mais également d’accéder à une nouvelle série de complexes NHC-Ag-phosphine. Nous présenterons également une nouvelle réaction où des NHC portant une fonction azoture à proximité du carbone du carbène quittent leur rôle de ligand ancillaire et conduisent à la formation d’hétérocycles azotés par cyclisation carbène-nitrène. Cette réaction sera présentée en détail, ainsi que la caractérisation spectroscopique concernant une sous-série de composés fluorescents obtenus par cette méthode. Enfin, nous présenterons une stratégie de post-fonctionnalisation de complexes développée dans notre équipe. Des complexes argent(I)-NHC portant un azoture proches du centre carbénique catalysent leur propre fonctionnalisation. De plus, des complexes de cuivre(I) portant des azotures en position éloignée du centre métallique seront greffés sur des nanoparticules magnétiques pour servir de catalyseur recyclables
N-heterocyclic carbenes (NHC) are widely used to complex transition metals. They rarely leave their role as ancillary ligand and find, since 20 years, applications in catalysis or, more recently, in medicinal chemistry. In this work, we will discuss a mild synthetic method leading to the formation of AgI – NHC complexes via a soluble silver species. This method allowed us to obtain well known complexes but also to access a new series of NHC-Ag-phosphine complexes. We will also present a new reaction where NHC ligands bearing an azide function close to the carbenic center leave their role as ancillary ligand and lead to the formation of nitrogen rich heterocycles by a carbene-nitrene cyclization. This reaction will be presented in detail, along with the spectroscopic characterization regarding a sub-series of fluorescent compounds obtained by this method. Finally, we will present a post-functionalization strategy of complexes developed in our team. Silver(I)-NHC complexes tagged by an azide close to the carbenic center catalysed their own functionalization. Moreover, copper(I) complexes tagged by an azide function in a distant position from the metallic centre will be grafted on magnetic nanoparticles to act as recyclable catalysts

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Zhou, Jian-Qiang. "The regioselective carbonylation and related reactions of functionally substituted alkenes and alkynes catalyzed by rhodium(I) complexes." Thesis, University of Ottawa (Canada), 1993. http://hdl.handle.net/10393/6674.

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This thesis comprises research on the regioselective carbonylation and related reactions involving various unsaturated organic substances such as alkenes, alkynes, allylic esters, alcohols and amines, open chain and cyclic $\alpha$,$\beta$-unsaturated esters using cationic, neutral and zwitterionic rhodium(I) complexes as catalysts. New methods for the preparation of valuable functionally substituted derivatives have been developed.

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43

Schauer, Philip A. "Organometallic synthons for highly conjugated redox-active materials." University of Western Australia. School of Biomedical, Biomolecular and Chemical Sciences, 2009. http://theses.library.uwa.edu.au/adt-WU2009.0166.

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[Truncated abstract] This thesis describes various synthetic approaches toward the synthesis of highly conjugated complexes incorporating multiple transition metal centres. Particular attention is given to the synthesis of mononuclear complexes that allow for the facile assembly of discrete oligo- and poly-nuclear complexes in a controlled, stepwise fashion. Conjugated multi-metallic materials are of interest on account of their unique photophysical and electronic properties, with a particular emphasis on elucidating the nature of intramolecular communication between multiple metal centres. Chapter 1 provides a survey of these topics and current research efforts in the field. Chapter 2 describes the synthesis of Group-VIII allenylidene complexes incorporating a terminal bipyridyl moiety that provides a site for further coordination. The new compound 9-hydroxy-9-ethynyl-4,5-diazafluorene was synthesised, and reaction of this proligand with a coordinatively unsaturated metal fragment yields the allenylidene complexes [MCl(PnP)2=C=C=(4,5-diazafluoren-9-yl)]PF6 (M = Ru, PnP = dppm, dppe, dmpe; M = Os, PnP = dppm) and [CpRu(dppe)=C=C=(4,5-diazafluoren- 9-yl)]PF6. The dmpe-ligated complex is particularly susceptible to decomposition, though it was possible to obtain partial spectroscopic characterisation in addition to a single-crystal X-ray structural determination. The remaining allenylidene complexes are stable compounds readily characterised by standard spectroscopic and electrochemical means, with the bis(diphosphine) complexes characterised by single crystal X-ray structural determinations. ... Reactions of the proligand with [RuCl(PnP)2]+ (PnP = dppm, dppe) led to the isolation of a product spectroscopically consistent with the formation of the target cationic allenylidene complexes, though the complexes were not readily purified and the identity of the accompanying anion was not elucidated. The new compound 4-hydroxy-4- ethynyl-cyclopentadithiophene was also prepared, though the compound was found to be highly unstable and susceptible to rapid decomposition. The derived allenylidene complexes [RuCl(PnP)2=C=C=(4-cyclopentadithiophene)]PF6 (PnP = dppm, dppe) were isolated in a pure form and the complexes stable toward spontaneous decomposition. The thienyl-derived allenylidene complexes were characterised by spectroscopic and electrochemical techniques, with a single-crystal X-ray structural determination undertaken for [RuCl(dppm)2=C=C=(4-cyclopentaditiophene)]PF6. Electrochemical properties are significantly different between the complexes, and also show significant variation between electrodes and solvents. The terminal thienyl substituents are electroactive and show one or two oxidation processes consistent with oligomerisation of the thienyl moiety in dichloromethane solvent, and in acetonitrile solvent cyclic voltammograms are consistent with the deposition of an electroactive film on the electrode surface. The electro-polymerisation of the thienylallenylidene complexes offers a promising new route toward multi-metallic allenylidene complexes.

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Tahiri, Mohamed. "Phtalocyanines de fer(i) et de fer(0) : synthese, structure et reactivite." Université Louis Pasteur (Strasbourg) (1971-2008), 1987. http://www.theses.fr/1987STR13043.

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Synthese et caracterisation d'une serie de complexes monoreduits de phtalocyanine de fer de type (fe pc r::(8))**(-) ou r=och::(3), ch::(3), h, cl et cn. On donne les structures par rx de composes monoanioniques et dianionique fe pc**(-) et fe pc**(2-). Proprietes chimiques de fe pc**(2-). De tels especes peuvent etre des modeles d'intermediaires formes dans la reaction de la phenylhydrazine sur la metmyoglobine ou dans le metabolisme de substrats suicides par cytochrome p450

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Hill, Geoffrey Stephen. "Organoplatinum complexes as models for alkane activation." Thesis, National Library of Canada = Bibliothèque nationale du Canada, 1997. http://www.collectionscanada.ca/obj/s4/f2/dsk3/ftp04/nq28489.pdf.

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46

Vessey, Jonathan Dennis. "Hydride, alkene and vinyl complexes of ruthenium." Thesis, University of York, 1990. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.483971.

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47

Blagbrough, Tamzin C. "Alkene hydrogenation catalysed by dinuclear rhodium complexes." Thesis, Kingston University, 1990. http://eprints.kingston.ac.uk/20533/.

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The work reported in this thesis is concerned with two separated but related studies. The first involved examination of hydrogenation reactions of alkenes, dienes and alkynes using (Rh[sub]2C1(CO)[sub]2(dppm)[sub]2JBPh[sub]4 as a catalyst. Kinetic studies have been performed on the reaction of hexene. The system only well-behaved in the presence of a base, R[sub]3N, where a rst order dependance on both catalyst and hydrogen concentations observed. The order with respect to alkene is of the Michaelis-Menton type. This behaviour suggests that the active catalyst is a neutral monohydride generated by deprotonation of a ionic dihydride. It is proposed that the active catalyst is a dinuclear species, since none of the likely mononuclear breakdown oducts shows any catalytic activity. A catalytic cycle for the reaction is proposed. The second study was an investigation into the use of fast atom bombardment (FAB) mass spectrometry as a means of anaylsis organometallic compounds which have proved difficult to identify using other ionisation modes. The technique was shown to informative spectra for a series of dinuclear rhodium-dppm mplexes and some dinuclear manganese carbonyl derivatives. FAB ionisation also proved effective for identification of phosphine and phosphite derivatives of [RCC0[sub]3(CO)[sub]9.] (R=CH[sub]3, C1). The technique was also combined with thin layer chromatography (TLC) in examining a reaction of [Mo(CO)[sub]6.] with Ph[sub]2P(CH[sub]2)[sub]2P(O)Ph[sub]2 (dppeO) which yields a mixture of seven products. It was found that good spectra of pure materials could be obtained TLC separation, followed by removal of the appropriate section silica support from the plate. This was subjected directly to FAB mass spectrometry without prior extraction of the product from silica. Using this technique, it proved possible to identify three new dppeO derivatives of [Mo(CO)[sub]4 (dppeO) derivatives of [Mo(CO)[sub]6. These are [Mo(CO)[sub]5 (dppeO)] cis-[Mo(CO)[sub]4 (dppeO)[sub]2] and [Mo[sub]2(CO)[sub] 4 (dppeO)[sub]2].

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Epton, Jeremy W. "Alkene hydroformylation catalysed by dinuclear rhodium complexes." Thesis, Kingston University, 1990. http://eprints.kingston.ac.uk/20536/.

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Lu, Lu Verfasser], Walter [Akademischer Betreuer] [Leitner, and Jun [Akademischer Betreuer] Okuda. "Ruthenium acriphos complexes as catalysts for the functionalization of alkynes, alkenes and arenes / Lu Lu ; Walter Leitner, Jun Okuda." Aachen : Universitätsbibliothek der RWTH Aachen, 2019. http://d-nb.info/1217789111/34.

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Lu, Lu [Verfasser], Walter [Akademischer Betreuer] Leitner, and Jun [Akademischer Betreuer] Okuda. "Ruthenium acriphos complexes as catalysts for the functionalization of alkynes, alkenes and arenes / Lu Lu ; Walter Leitner, Jun Okuda." Aachen : Universitätsbibliothek der RWTH Aachen, 2019. http://d-nb.info/1217789111/34.

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