Dissertations / Theses on the topic 'Gold compounds'
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Coetzee, Karolien. "Gold complexes obtained from gold ylide preparations." Thesis, Stellenbosch : Stellenbosch University, 2005. http://hdl.handle.net/10019.1/21206.
Full textENGLISH ABSTRACT: This investigation comprised the synthesis and characterisation of new Au(I) phosphonium ylide complexes and other compounds formed during coordination reactions. These complexes could exploit the synergism between two pharmacologically active substances (gold complex unit and phosphorus ylide) to furnish an even more active substance. Four phosphonium salts were prepared, [C6H5CH2PPh3]Br (1), [Ph3P(CH2)3PPh3]Br2 (2a), p-[{Ph3PCH2}2C6H4]Br2 (3a) and m- [{Ph3PCH2}2C6H4]Br2 (4a), by reacting PPh3 with the corresponding alkylbromides. The 13C and 1H NMR spectra of the compounds 1 – 4a indicated that many of the nuclei are magnetically inequivalent. The aromatic units in PPh3 are normally identical, but multiple, overlapping signals proved that the corresponding ortho, meta and para carbon and proton nuclei are in magnetically different environments from each other. Single crystal structures of salts 3a and 4a were determined. Different methods were followed to deprotonate the phosphonium salts to afford the corresponding ylides and to coordinate the ylides to gold precursor compounds. Most of the reactions yielded inseparable mixtures of products and pure compounds could not be isolated in large enough quantities for characterisation by all physical methods. Sufficient crystals for structure determination by X-ray diffraction were obtained. The product mixtures were characterised by 1H, 13C and 31P NMR spectroscopy and mass spectrometry. Characteristic downfield chemical shift changes after coordination of the ylides to Au(I) were observed for the carbon and phosphorus nuclei, while the protons displayed upfield shifts. Reaction of (C6F5)Au(tht) with the salts 1 – 4a, and subsequent deprotonation yielded the gold(I) ylide complexes [C6H5CH(AuC6F5)PPh3] (5), [{Ph3PCH(AuC6F5)}2CH2] (6), p-[{Ph3PCH(AuC6F5)}2C6H4] (8), and m- [{Ph3PCH(AuC6F5)}2C6H4] (9). The crystal and molecular structures of compounds 5 and 9 were determined. Deprotonation of 4a with n-BuLi, followed by reaction with (C6F5)Au(tht) yielded complexes 9 and [{Ph3PCH2}2C6H4][BrAuC6F5]2 (10). The crystal structure of compound 10 was determined. Two aurocyclic compounds, [μ- {(Ph3PCH)2CH2}2Au2][BF4]2 (12) and [μ–{(Ph3PCH)2C6H4}2Au2][BF4]2 (13) were synthesised by deprotonating salts 2b and 3b with n-BuLi and subsequently reacting the corresponding bisylides with ClAu(tht). Reaction procedures in which Ag2O was used as deprotonating agent for the phosphonium salts 2a, 3a and 4a, yielded mixtures of products. Single crystals of complexes m-[Ph3PCH(AuC6F5)C6H4CH3] (14), [C6F5Au(tht)] (15) and [(C6F5)2Au][(Ph3PCH2)2C6H4] (16) were isolated from the reaction mixtures and subjected to X-ray crystal structure determination. The molecular structure of 15 exhibited unusual aurophilic interactions and represents the first example of a linear gold chain in which the gold···gold distances systematically alternate between 3.13Å, 3.31Å and 3.20Å. Salt 2b was reacted with Ph3PAu(acac) to afford the desired compound, [{Ph3PCH(AuPPh3)}2CH2](BF4)2 (19), along with [CH3C(O)C(AuPPh3)2C(O)CH3] (17) and some byproducts. Compound 17 was characterised by single crystal Xray diffraction. The fluorobiphenylgold(I) complexes, 4,4’-[(AuPPh3)2C12F8] (21) and 2,2’- [(AuPPh3)2C12F8] (22) were synthesised by reaction of ClAuPPh3 with the lithiated 2,2’-dibromooctafluorobiphenyl and 4,4’-dibromooctafluorobiphenyl respectively. The molecular structure of 21 revealed that one of the C–Au–P bond angles deviates from linearity by 12.5°, probably as a result of π-stacking of the tetrafluorophenyl rings and steric requirements of the bulky PPh3 units. The other C–Au–P bond angle is linear [177.9(3)°].
AFRIKAANSE OPSOMMING: Hierdie studie behels die sintese en karakterisering van nuwe fosfoniumylied goud(I)-komplekse en ander verbindings wat gedurende koördinasiereaksies vorm. Sulke komplekse kan sinergisme tussen twee farmakologies-aktiewe entiteite (goud(I) en fosfoniumylied) om ʼn meer aktiewe verbinding te vorm meebring. Vier fosfoniumsoute is berei, [C6H5CH2PPh3]Br (1), [Ph3P(CH2)3PPh3]Br2 (2a), p- [{Ph3PCH2}2C6H4]Br2 (3a) en m-[{Ph3PCH2}2C6H4]Br2 (4a), deur PPh3 met die ooreenstemmende alkielbromiedes te reageer. Die 13C- en 1H- KMR-spektra van dié verbindings toon dat ʼn aantal kerne in aromatiese ringe magneties onekwivalent is. Normaalweg is die koolstowwe in PPh3-eenhede ekwivalent, maar meervoudige, oorvleuelende pieke het nou getoon dat die ooreenstemmende orto-, meta- en para-koolstof sowel as die ooreenstemmende protonkerne in verskillende magnetiese omgewings voorkom. Die kristalstrukture van die soute 3a en 4a hierbo is met behulp van X-straal tegnieke bepaal. Verskillende metodes is gevolg om die fosfoniumsoute te deprotoneer na die ooreenstemmende yliede en om die yliede dan aan goud-bevattende uitgangstowwe te probeer koördineer. Die meeste reaksies het nie-skeibare mengsels gevorm en enkelprodukte kon nie in groot genoeg konsentrasies geïsoleer word om hulle afsonderlik te karakteriseer nie. Kristalle vir X-straal kristalstruktuur bepalings is verkry. Die produkmengsels is gekarakteriseer met behulp van 1H-, 13C- en 31P- KMR-spektroskopie en massaspektrometrie. Karakteristieke veranderinge in chemiese verskuiwings na laer veldsterktes vir die koolstof en fosfor kerne is waargeneem na koördinasie van die yliede aan Au(I), terwyl die protone na höer veldsterktes verskuif het. Die reaksie tussen (C6F5)Au(tht) (tetrahidrotiofeen) en soute 1 – 4a gevolg deur deprotonering, vorm die goud-yliedkomplekse [C6H5CH(AuC6F5)PPh3] (5), [{Ph3PCH(AuC6F5)}2CH2] (6), p-[{Ph3PCH(AuC6F5)}2C6H4] (8), en m- [{Ph3PCH(AuC6F5)}2C6H4] (9). Die kristalstrukture van komplekse 5 en 9 het al die molekulêre interaksies daarin blootgelê. Deprotonering van 4a met n-BuLi, gevolg deur reaksie met (C6F5)Au(tht) lewer komplekse 9 en [{Ph3PCH2}2C6H4][BrAuC6F5]2 (10). Die kristal- en molekulêre struktuuur van kompleks 10 is bepaal. Twee aurosikliese verbindings, [μ- {(Ph3PCH)2CH2}2Au2][BF4]2 (12) en [μ–{(Ph3PCH)2C6H4}2Au2][BF4]2 (13) is gesintetiseer deur gedeprotoneerde bisyliede verkry van 2b en 3b met substitusie van tht aan die ClAu-eenheid te koördineer. Reaksieprosedures waarin Ag2O vir deprotonering van die fosfoniumsoute 2a, 3a en 4a gebruik is, het tot mengsels van produkte aanleiding gegee. Enkelkristalle van komplekse [Ph3PCH(AuC6F5)C6H4CH3] (14), [C6F5Au(tht)] (15) en [(C6F5)2Au][(Ph3PCH2)2C6H4] (16) is geïsoleer uit die reaksies en kristalstruktuurbepalings is uitgevoer. Die molekulere struktuur van 15 toon ongewone aurofiliese interaksies en verteenwoordig die eerste voorbeeld van ʼn linieêre goudketting; met goud···goud afstande wat sistematies varieër tussen 3.13Å, 3.31Å en 3.20Å. Sout 2b is met Ph3PAu(acac) gereageer om die gewenste produk, [{Ph3PCH(AuPPh3)}2CH2](BF4)2 (19), saam met [CH3C(O)C(AuPPh3)2C(O)CH3] (17) en ander byprodukte te vorm. Verbinding 17 is as enkelkristalle Xstraalkristallografies gekarakteriseer. Die fluorobifeniel goud(I)-komplekse, 4,4’-[(AuPPh3)2C12F8] (21) en 2,2’- [(AuPPh3)2C12F8] (22), is gesintetiseer deur koördinasie van AuPPh3 aan die gelitieërde 2,2’-dibromooktafluorobifeniel en 4,4’-dibromooktafluorobifeniel respektiewelik. Die molekulere struktuur van 21 het getoon dat een van die C-Au- P bindingshoeke met 12.5º afwyk van 180º, waarskynlik as gevolg van π- interaksie van die tetrafluorofenielringe en die steriese vereistes van die groot PPh3-eenhede. Die ander C-Au-P bindingshoek is linieêr [177.9(3)°].
Yang, Yi. "Gold(I) oxo, imido, hydrazido complexes and gold clusters /." free to MU campus, to others for purchase, 1996. http://wwwlib.umi.com/cr/mo/fullcit?p9841362.
Full textCoetzee, Jacorien. "New developments in the coordination chemistry of gold(1), gold(II) and gold(III) with C-, N-, P-and S-Donor ligands /." Link to the online version, 2007. http://hdl.handle.net/10019/412.
Full textYau, John. "The chemistry of gold(I) compounds." Thesis, Imperial College London, 1996. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.338901.
Full textHaggitt, Jane Louise. "Cluster compounds of platinum and gold." Thesis, University of Oxford, 1993. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.334859.
Full textElsome, Amanda Maria. "Some biological interactions of gold compounds." Thesis, King's College London (University of London), 1995. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.283198.
Full textLeBlanc, Daren James. "Thiol complexes of gold(I) : structure and chemistry of the gold based anti-arthritis drugs /." *McMaster only, 1996.
Find full textChiffey, Andrew Francis. "Bimetallic compounds of palladium, platinum and gold." Thesis, University of Southampton, 1995. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.294602.
Full text肖紅 and Hong Xiao. "Photochemical, photophysical properties and structures of polynuclear gold(I) clusters and organometallic gold(I) complexes." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 1996. http://hub.hku.hk/bib/B31235438.
Full textXiao, Hong. "Photochemical, photophysical properties and structures of polynuclear gold(I) clusters and organometallic gold(I) complexes /." Hong Kong : University of Hong Kong, 1996. http://sunzi.lib.hku.hk/hkuto/record.jsp?B19669471.
Full textCoetzee, Jacorien. "New developments in the coordination chemistry of Gold(I), Gold(II) and Gold(III) with C-, N- , P-and S-donor ligands." Thesis, Stellenbosch : University of Stellenbosch, 2007. http://hdl.handle.net/10019.1/1702.
Full textA comprehensive, comparative structural study of gold(I), gold(II) and gold(III) compounds with the general formula [Aux(C6F5)y(tht)z] (tht = tetrahydrothiophene) was performed. The series of compounds included the unprecedented dinucleur gold(II) compound, tetrakis(pentafluorophenyl)bis(tetrahydrothiophene)digold(II), which could be prepared in a rational manner. This very unique compound represents the first example of an unbridged dinucleur gold(II) compound in which the gold(II) centres are not stabilised by chelating ligands. Formation of this compound was postulated to have taken place by radical pentafluorophenyl (pfp) ligand migration along with AuII–AuII bond formation. It may therefore be regarded as a rare example of labile behaviour by a generally inert pfp ligand. In addition to this compound, the crystal and molecular structures of the wellknown gold(I) and gold(III) precursor compounds, (pentafluorophenyl)(tetrahydrothiophene) gold(I) and tris(pentafluorophenyl)(tetrahydrothiophene)gold(III) were carried out and are described for the first time. The latter underwent a unique mononuclear ligand rearrangement (metathesis or disproportionation) reaction in solution to yield the novel rearrangement product, bis(pentafluorophenyl)bis(tetrahydrothiophene)gold(III)tetrakis- (pentafluorophenyl)gold(III). In all the complexes, the Au–C and Au–S bond lengths displayed a variation which appears to be dependent on the oxidation state of the central gold atom. Both of these bond types were found to descrease in the order Au(II) > Au(III) > Au(I)...
Watson, Michael John. "Cluster compounds of gold and the platinum metals." Thesis, University of Oxford, 1990. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.279996.
Full textAsikainen, Martta Irmeli. "Synthesis and gold-catalyzed transformations of allenic compounds." Thesis, University of Nottingham, 2012. http://eprints.nottingham.ac.uk/12367/.
Full textFonteh, Pascaline Nanga. "Gold compounds with anti-HIV and immunomodulatory activity." Thesis, University of Pretoria, 2011. http://hdl.handle.net/2263/24951.
Full textThesis (PhD)--University of Pretoria, 2011.
Biochemistry
unrestricted
Zinser, Caroline Magdalene. "Palladium and gold N-heterocyclic carbene complexes : synthesis and catalytic applications." Thesis, University of St Andrews, 2019. http://hdl.handle.net/10023/17066.
Full textZou, Taotao, and 邹滔滔. "Anti-cancer N-heterocyclic carbene complexes of gold(III), gold(I) and platinum(II) : thiol "switch-on" fluorescent probes, thioredoxin reductase inhibitors and endoplasmic reticulum targeting agents." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2015. http://hdl.handle.net/10722/208614.
Full textLi, Ka-lei Carrie. "In vitro and in vivo studies of cytotoxic and anti-angiogenic cyclometalated gold(III) and gold(III) porphyrin complexes." Click to view the E-thesis via HKUTO, 2008. http://sunzi.lib.hku.hk/hkuto/record/B39634577.
Full textLi, Ka-lei Carrie, and 李嘉莉. "In vitro and in vivo studies of cytotoxic and anti-angiogenic cyclometalated gold(III) and gold(III) porphyrin complexes." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2008. http://hub.hku.hk/bib/B39634577.
Full textChan, Chi-keung. "Structure, photophysical and theoretical studies of polynuclear CU(I), AG(I) and AU(I) metal complexes /." Hong Kong : University of Hong Kong, 1997. http://sunzi.lib.hku.hk/hkuto/record.jsp?B18037422.
Full textLi, Chi-kwan. "Gold(I) and Gold(II) phosphine complexes exhibiting weak AuI ... AuI interactions and unsupported AuII-AuII bonds : syntheses, spectroscopy, host-guest chemistry and reactivity studies /." Hong Kong : University of Hong Kong, 2002. http://sunzi.lib.hku.hk/hkuto/record.jsp?B25155295.
Full textDupuy, Stéphanie. "N-heterocyclic carbene gold hydroxide complexes as bond activation reagents." Thesis, University of St Andrews, 2014. http://hdl.handle.net/10023/6613.
Full textHigginbotham, Mary Lynn. "Preclinical pharmacokinetic and tolerance assessment and phase I clinical trial of MU-gold, a novel chemotherapeutic agent /." Free to MU Campus, others may purchase, 2004. http://wwwlib.umi.com/cr/mo/fullcit?p1421141.
Full textChan, Chui-ling. "Synthesis and luminescence studies of homo- and heteronuclear complexes of gold and copper /." Hong Kong : University of Hong Kong, 1998. http://sunzi.lib.hku.hk/hkuto/record.jsp?B20567698.
Full textYip, Sung-kong. "Design, synthesis, characterization and luminescence properties of alkynylgold(I) complexes strategies towards supramolecular architectures and host guest chemistry /." Click to view the E-thesis via HKUTO, 2005. http://sunzi.lib.hku.hk/hkuto/record/B31941734.
Full textLee, Wai-kit. "Syntheses, photophysics and photochemistry of polynuclear d10 complexes of copper(I) and gold(I) /." Hong Kong : University of Hong Kong, 1995. http://sunzi.lib.hku.hk/hkuto/record.jsp?B17665589.
Full textSayahtaheri, Sousan. "Gold Compounds and Rheumatoid Arthritis Murine Studies of the Immune Response to Gold Sodium Thiomalate." Thesis, North Texas State University, 1986. https://digital.library.unt.edu/ark:/67531/metadc500824/.
Full textKui, Chi-fai. "Non-covalent weak interactions in group IV, PT(II) and AU(I) organometallic complexes synthesis, structures and properties /." Click to view the E-thesis via HKUTO, 2005. http://sunzi.lib.hku.hk/hkuto/record/B32021331.
Full textLiu, Li. "The chemistry of luminescent mercury (II) alkynyl complexes and their platinum (II) and gold (I) counterparts." HKBU Institutional Repository, 2005. http://repository.hkbu.edu.hk/etd_ra/627.
Full textHung, Ling-ling. "Novel luminescent cyclometalated gold (III) alkynyls design, synthesis, photophysics and their multinuclear assemblies /." Click to view the E-thesis via HKUTO, 2007. http://sunzi.lib.hku.hk/hkuto/record/B3963453X.
Full textShum, Yuen-ting. "Functionalized platinum (II) and gold (I) acetylide complexes structural and spectroscopic properties and anticancer activities /." Click to view the E-thesis via HKUTO, 2007. http://sunzi.lib.hku.hk/hkuto/record/B38639865.
Full textShum, Yuen-ting, and 岑婉婷. "Functionalized platinum (II) and gold (I) acetylide complexes: structural and spectroscopic properties andanticancer activities." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2007. http://hub.hku.hk/bib/B38639865.
Full textHung, Ling-ling, and 熊靈玲. "Novel luminescent cyclometalated gold (III) alkynyls: design, synthesis, photophysics and their multinuclearassemblies." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2007. http://hub.hku.hk/bib/B3963453X.
Full textHe, Xiaoming. "Design, synthesis and characterization of alkynyl- and thiolato- gold (I) complexes with various receptor groups for host-guest chemistry." Click to view the E-thesis via HKUTO, 2010. http://sunzi.lib.hku.hk/hkuto/record/B43571979.
Full textCheung, Kai-leung. "Syntheses and luminescence studies of di- and polynuclear gold(1) and copper(1) complexes, design strategies towards metalloreceptors and mixed-metal complexes /." Hong Kong : University of Hong Kong, 2001. http://sunzi.lib.hku.hk/hkuto/record.jsp?B23736136.
Full textNaoe, Saori. "Synthesis of Fused-Ring Compounds through Gold-Catalyzed Cascade Reactions." 京都大学 (Kyoto University), 2016. http://hdl.handle.net/2433/215495.
Full textPrice, Gregory Arthur. "Routes to organogold compounds and gold catalysed A3-coupling reactions." Thesis, University of Manchester, 2013. https://www.research.manchester.ac.uk/portal/en/theses/routes-to-organogold-compounds-and-gold-catalysed-a3coupling-reactions(4b552b2f-0053-4449-9421-71116441850c).html.
Full textCheng, Chung-chin. "Syntheses and photophysics of luminescent polynuclear coinage metal complexes with chalcogen and pnictogen containing bridging ligands /." Hong Kong : University of Hong Kong, 2001. http://sunzi.lib.hku.hk/hkuto/record.jsp?B22956372.
Full textChan, On-yee, and 陳安怡. "Bioconjugation reactions of peptides and proteins mediated by manganese, ruthenium and gold compounds." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2010. http://hub.hku.hk/bib/B46539773.
Full textWang, Mingzhong, and 汪明中. "Selective alkylation of indoles catalyzed by gold (I) phosphine complexes and ruthenium (II) porphyrin complexes." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2010. http://hub.hku.hk/bib/B45699501.
Full textLi, Chi-kwan, and 李志君. "Gold(I) and Gold(II) phosphine complexes exhibiting weak AuI... AuI interactions and unsupported AuII-AuII bonds: syntheses, spectroscopy, host-guest chemistry and reactivity studies." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2002. http://hub.hku.hk/bib/B31243332.
Full text李維傑 and Wai-kit Lee. "Syntheses, photophysics and photochemistry of polynuclear d10 complexes of copper(I) and gold(I)." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 1995. http://hub.hku.hk/bib/B31234264.
Full textVeenboer, Richard M. P. "Synthesis, study and application of NHC-gold(I) complexes." Thesis, University of St Andrews, 2017. http://hdl.handle.net/10023/12169.
Full textLum, Ching-tung. "Treatment of hepatocellular carcinoma with a novel gold compound." Click to view the E-thesis via HKUTO, 2005. http://sunzi.lib.hku.hk/hkuto/record/B30699927.
Full textYan, Jing, and 严静. "The anticancer properties of gold (III) complexes with tridentate cyclometalated, porphyrinato and glycosylated ligands." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2011. http://hub.hku.hk/bib/B4587265X.
Full textTian, Songhai, and 田松海. "Proteomic and pharmacological analyses of the mechanism of actions of anticancer gold(I) complexes." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2014. http://hdl.handle.net/10722/206471.
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Chemistry
Doctoral
Doctor of Philosophy
Chan, Sau-han. "Non-heme iron(III) and gold(III) complexes with dicarboxamide ligands synthesis, structures and anti-cancer properties /." Click to view the E-thesis via HKUTO, 2007. http://sunzi.lib.hku.hk/HKUTO/record/B39557984.
Full textYip, Sung-kong, and 葉崇江. "Design, synthesis, characterization and luminescence properties of alkynylgold(I) complexes: strategies towardssupramolecular architectures and host guest chemistry." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2005. http://hub.hku.hk/bib/B31941734.
Full textChan, Sau-han, and 陳秀嫻. "Non-heme iron(III) and gold(III) complexes with dicarboxamide ligands: synthesis, structures and anti-cancerproperties." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2007. http://hub.hku.hk/bib/B39557984.
Full textChan, Chi-keung, and 陳志強. "Structure, photophysical and theoretical studies of polynuclear CU(I),AG(I) and AU(I) metal complexes." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 1997. http://hub.hku.hk/bib/B31235554.
Full textStoica, Otilia Violeta. "Synthesis of Large Hydroacenes and Related Compounds Using Gold(I) Catalysis." Doctoral thesis, Universitat Rovira i Virgili, 2021. http://hdl.handle.net/10803/671555.
Full textEsta tesis doctoral presenta el desarrollo de nuevas estrategias para la síntesis de hidrocarburos aromáticos policíclicos, incluyendo acenos y sus análogos. En primer lugar, una nueva síntesis iterativa ha sido llevada a cabo para preparar acenos largos no sustituidos, en base a la cicloadición formal [4+2] de 1,7-eninos catalizada por Au(I) estudiada previamente por nuestro grupo. Esto permitió la obtención de nuevos hidroacenos, desde tridecaceno-H8 hasta heptadecaceno-H10. La deshidrogenación en una superficie de Au(111) del primer precursor produjo el compuesto tridecaceno, el aceno más largo conocido hasta ahora. Los precursores de otros derivados de acenos perteneciendo a otras categorías, como indacenos, acenos que contienen ciclobutadienos o heteroacenos han sido obtenidos usando nuestra cicloadición formal [4+2] de nuevos 1,7-eninos. La generación y caracterización de los acenos en superficies metálicas ha sido investigada utilizando técnicas de microscopia electrónica. Dos análogos de la primera clase, s-indaceno[1,2-b:5,6-b’]ditetraceno y as-indaceno[2,3-b:6,7-b’]ditetraceno, han sido obtenidos por cicloadición de un precursor bis-dihidrotetraceno en una superficie de Au(111). Se ha observado que el último derivado de indaceno participa en cicloadiciones intermoleculares sin precedentes en superficies, produciendo moléculas en forma de T. La reacción también tiene lugar cuando pentaceno y octaceno se usan como dienófilos. Finalmente, la orto-alquinilación C–H de aldehídos aromáticos catalizada por Rh(III) ha sido investigada para obtener nuevos sustratos para la síntesis de poliarenos. La reacción está promovida por un grupo director transitorio y permitió construir una variedad de compuestos mono- y doblemente alquinilados. Los inales obtenidos han sido usados en la preparación de dibenzopentalenos sustituidos, isoquinolinas, indoles e indolinas.
This Doctoral Thesis covers the design of novel strategies for the synthesis of polycyclic aromatic hydrocarbons, such as acenes and their analogues. For instance, a new iterative synthesis was elaborated for the preparation of higher unsubstituted hydroacenes, based on our previously developed gold(I)-catalyzed formal [4+2] cycloaddition of aryl-tethered 1,7-tetraenynes, and enabled the formation of unprecedented hydroacenes, from tridecacene-H8 to heptadecacene-H10. The Au(111) surface-assisted dehydrogenation of the former precursor afforded the parent tridecacene, the longest acene known until now. The precursors of acene derivatives belonging to diverse categories, such as indacenes, cyclobutadiene-containing acenes or heteroacenes have been acquired by applying our gold(I)-catalyzed formal [4+2] cycloaddition to newly developed 1,7-enynes. The surface-assisted formation of the parent acenes has already been investigated or is currently ongoing. Two analogues from the first category, s-indaceno[1,2-b:5,6-b’]ditetracene and as-indaceno[2,3-b:6,7-b’]ditetracene, were obtained through cycloaddition of a bis-dihydrotetracene precursor on a Au(111) surface. The latter indacene derivative was found to undergo an outstanding intermolecular cycloaddition, rendering T-shaped molecules. The reaction was also successful when pentacene and octacene were employed as dienophiles. Finally, the Rh(III)-catalyzed ortho C–H alkynylation of aromatic aldehydes was investigated in order to obtain new versatile building blocks for the synthesis of polyarenes. Enabled by the formation of an imine as transient directing group, this transformation provided a wide variety range of mono- and di-alkynylated products. The acquired ynals were then successfully engaged in the preparation of substituted dibenzopentalenes, isoquinolines, indoles and indolines.