Academic literature on the topic 'Dioxolane ring'

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Journal articles on the topic "Dioxolane ring"

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Rjabovs, Vitalijs, Dmitrijs Stepanovs, and Maris Turks. "Crystal structure of 3-C-(N-benzyloxycarbonyl)aminomethyl-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose." Acta Crystallographica Section E Crystallographic Communications 71, no. 10 (September 26, 2015): 1212–15. http://dx.doi.org/10.1107/s2056989015017582.

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The title compound, C21H29NO7(1) [systematic name: benzyl ({(3aR,5S,6R,6aR)-5-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl}methyl)carbamate], consists of a substituted 2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxolane skeleton. The furanose ring adopts an envelope conformation close toC3-exo, where the C atom substituted by the benzyl carbamate group is the flap. The fused dioxolane ring also adopts an envelope conformation, as does the terminal dioxolane ring, with in each case an O atom as the flap. In the crystal, molecules are linked by N—H...O and C–H...O hydrogen bonds, forming chains propagating along theb-axis direction.
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Kavitha, Channappa N., Jerry P. Jasinski, Brian J. Anderson, H. S. Yathirajan, and Manpreet Kaur. "Bis{4-[(1,3-benzodioxol-5-yl)methyl]piperazin-1-yl}methane." Acta Crystallographica Section E Structure Reports Online 69, no. 11 (October 19, 2013): o1669. http://dx.doi.org/10.1107/s1600536813028109.

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In the title compound, C25H32N4O4, both piperazine rings adopt a chair conformation. One of dioxolane ring systems is essentially planar [dihedral angle = 0.9 (2)°] while the other adopts a slightly disordered envelope conformation, the mean plane of the dioxolane ring being twisted by 3.6 (2)° from that of the benzene ring. The dihedral angle between the benzene rings is 69.9 (5)°. No classical hydrogen bonds were observed.
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Kirchner, Richard M., Peter W. R. Corfield, Michelle Annabi, John Regan, Kevin Speina, Anthony DiProperzio, James A. Ciaccio, and Joseph F. Capitani. "Crystal structure of 2α-(1,1-diphenylethyl)-4-methyl-4α,5α-diphenyl-1,3-dioxolane: the result of a non-acid pinacol rearrangement." Acta Crystallographica Section E Crystallographic Communications 71, no. 11 (October 3, 2015): 1278–82. http://dx.doi.org/10.1107/s2056989015017752.

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The title compound, C30H28O2, was obtained during recrystallization of (±)-1,2-diphenyl-1,2-propanediol in 1-butanol, from an unexpected non-acid-catalyzed pinacol rearrangement followed by acetal formation of the newly formed aldehyde with the diol. The tri-substituted dioxolane ring has a twist conformation on the C—O bond opposite the methyl-substituted C atom. There is an intramolecular C—H...π interaction present involving one of the diphenylethyl rings and an H atom of the phenyl ring in position 4 of the dioxolane ring. In the crystal, molecules are linked by weak C—H...O hydrogen bonds, forming chains along [001]. The chains are linked by a second C—H...π interaction, forming sheets parallel to thebcplane.
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Semjonovs, Nikita, Vitalijs Rjabovs, Dmitrijs Stepanovs, and Maris Turks. "Crystal structure of 3-O-benzyl-4(R)-C-(1-benzyl-1H-1,2,3-triazol-4-yl)-1,2-O-isopropylidene-α-D-erythrofuranose." Acta Crystallographica Section E Crystallographic Communications 71, no. 12 (November 28, 2015): 1542–44. http://dx.doi.org/10.1107/s2056989015022434.

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The title compound, C23H25N3O4, {systematic name: 1-benzyl-4-[(3aR,5R,6R,6aR)-6-benzyloxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-1H-1,2,3-triazole}, consists of a substituted 2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole. The furanose ring adopts an envelope conformation close toC3-exo, where the C atom substituted by the benzyloxy group is the flap. The fused dioxolane ring also adopts an envelope conformation, with the methylene C atom as the flap. In the crystal, molecules are linked by weak C—H...O hydrogen bonds, forming zigzag chains along [010].
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Jahangiri, Amita, Ola F. Wendt, and Daniel Strand. "(6R*,10R*)-Dimethyl 1,4-dioxaspiro[4.5]decane-6,10-dicarboxylate." Acta Crystallographica Section E Structure Reports Online 69, no. 2 (January 19, 2013): o265. http://dx.doi.org/10.1107/s160053681300161x.

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The title compound, C12H18O6, is in the usual chair conformation with the two ester functions in a 1,3-transorientation. With a value of 1.439 (2) Å, the pseudo-axial C—O bond of the 1,3-dioxolane ring is slightly longer than the corresponding equatorial C—O bond of 1.424 (3) Å. The O—C—O angle of the dioxolane ring is 106.25 (17)°.
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Oishi, Takeshi, Keisuke Fukaya, Yu Yamaguchi, Tomoya Sugai, Ami Watanabe, Takaaki Sato, and Noritaka Chida. "Crystal structures of (±)-(1SR,5SR,6SR,7SR,10SR,11SR,13RS,14SR)-13-hydroxy-7-methoxymethoxy-11,15,18,18-tetramethyl-3-oxo-2,4-dioxatetracyclo[12.3.1.01,5.06,11]octadec-15-en-10-yl benzoate, its 13-epimer and 13-one derivative." Acta Crystallographica Section E Crystallographic Communications 71, no. 5 (April 9, 2015): 466–72. http://dx.doi.org/10.1107/s2056989015006854.

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The title compounds, C29H38O8·0.25C5H12, (A), C29H38O8, (B), and C29H36O8, (C), are tetracyclic benzoates possessing a taxane skeleton with a fused dioxolane ring as the core structure. In the asymmetric unit of (A), there are two independent benzoate molecules (A and A′) and a half molecule of solvent pentane disordered about an inversion center. The molecular conformations of (A), (B) and (C) are similar except for the flexible methoxymethoxy group. The cyclohexane, cyclohexene and central cyclooctane rings adopt chair, half-chair and chair–chair (extended crown) forms, respectively. The dioxolane rings are essentially planar, while the dioxolane ring of A′ is slightly twisted from the mean plane. In the crystal of (A), intermolecular O—H...O, C—H...O and C—H...π interactions link the independent benzoates alternately, forming a chain structure. In the crystals of (B) and (C), molecules are linked through O—H...O and C—H...π interactions, and C—H...O hydrogen bonds, respectively, into similar chains. Further, weak intermolecular C—H...O interactions connect the chains into a three-dimensional network in (A) and a sheet in (B), whereas no other interactions are observed for (C).
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Xu, Yuechao, Mitchell R. Perry, Stefan A. Cairns, and Michael P. Shaver. "Understanding the ring-opening polymerisation of dioxolanones." Polymer Chemistry 10, no. 23 (2019): 3048–54. http://dx.doi.org/10.1039/c8py01695j.

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McClelland, Robert A., and Claude Moreau. "Reversible ring opening in the hydrolysis of spiro ortho esters." Canadian Journal of Chemistry 63, no. 10 (October 1, 1985): 2673–78. http://dx.doi.org/10.1139/v85-444.

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Hydrolysis kinetics are reported for four spiro ortho esters: 3,4-dihydro-6-methoxy-1H-2-benzopyran-1-spiro-2′-1′,3′-dioxolane (13), its 1′,3′-dioxane analog (14), and the 6-unsubstituted versions of each (11 and 12). For comparison, also included are the diethoxy analogs: 1,1-diethoxy-3,4-dihydro-6-methoxy-1H-2-benzopyran (10) and the 6-unsubstituted compound (9). Product analysis implicates an initial opening of the dioxolane or dioxane ring in the spiro ortho esters, as expected on the basis of stereoelectronic considerations. The intermediate dialkoxycarbocations can be observed in HCl solutions. A detailed analysis has been carried out for the 6-methoxy systems to provide the rate constants k1, the second-order rate constant for H+-catalyzed formation of the cation from the ortho ester, k2, the first-order rate constant for water addition to the cation, and k−1, the first-order rate constant for ring closing of the cation to reform the ortho ester. The two spiro ortho esters are shown in this analysis to undergo reversible ring opening in their hydrolysis, in that values of k−1, are greater than k2. The differences, however, are not large, k−1/k2 being 1.2 (dioxolane, 13) and 3.8 (dioxane, 14). Comparison with the diethoxy ortho ester also reveals that the ring opening process (k1, rate constants) is inherently more difficult with the dioxolane, although not with the dioxane. An argument involving lone pair orientation is advanced to explain this.
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Sherif, M. H., E. Klemm, W. Günther, and D. Stadermann. "Photopolymerization of Exo-Methylene-1,3-Dioxolane with Bisphenol-A-Diglycidylether and Methyl Methacrylate Using Photoinitiators." Polymers and Polymer Composites 9, no. 5 (July 2001): 327–31. http://dx.doi.org/10.1177/096739110100900503.

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The copolymerization of 2-exo-methylene-4-phenyl, 3-dioxolane with bisphenol-A-diglycidylether and methyl methacrylate using a cationic and a radical initiator is described. The structure of the polymers is elucidated by NMR and IR spectroscopy. Using a cationic photoinitiator the dioxolane structure is maintained in the copolymer and remaining oxirane structures from the bisphenol-A-diglycidylether can be proved. Surprisingly, no complete ring-opening of the dioxolane takes place in the presence of a radical initiator leading to statistical copolymers with methyl methacrylate.
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Raskil’dina, Gul’nara Z., Evgeniya A. Yakovenko, Luisa M. M. Mryasova, and Simon S. Zlotskii. "SYNTHESIS AND HERBICID ACTIVITY OF ARYLOXYACETIC ACIDS AND AMIDES OF ARYLOXY ACETIC ACIDS CONTAINING CYCLOACETAL FRAGMENT." IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENIY KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 62, no. 1 (December 30, 2018): 91–97. http://dx.doi.org/10.6060/ivkkt.20196201.5753.

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The herbicidal activity of esters and amides based on commercially available phenoxy chlorides and 2,4-dichlorophenoxyacetic acids was studied. Esters of 2,2-methyl-4-hydroxymethyl-1,3-dioxolane, 5-ethyl-5-hydroxymethyl-1,3-dioxane and 1,3-dioxolan-4-ylmethanol and 1,3-dioxane-5 -ol (glycerin formulas), as well as amides containing gem-dichlorocyclopropane and 1,3-dioxolane fragments were obtained. The acid chlorides, 1,3-dioxacycloalkanes and secondary amines were prepared according to standard basic methods. Esters and amides were synthesized from these starting compounds in a short time and with a quantitative yield (more than 90%). As a result of the synthesis of a mixture of 1,3-dioxolan-4-ylmethyl phenylacetate and 1,3-dioxan-5-yl phenylacetate, the content of the 5-ring cyclic derivative over the 6-chain structure was predominant, which is obviously associated with greater activity in the esterification reaction of primary alcohol than secondary. The screening results showed that the activity relative to wheat of the 1,3-dioxalane ester of 2,4-dichlorophenoxyacetic acid is superior to the Octagon-Extra standard. With respect to peas, derivatives of 2,4-dichlorophenoxyacetic acid and 2,2-dimethyl-4-hydroxymethyl-1,3-dioxolane are close to the standard for inhibition of shoot mass. The results of N-benzyl-N-[(2,2-dichlorocyclopropyl) methyl] -2-phenoxyacetamide and N-[(2,2-dichlorocyclopropyl) methyl]-N-(1,3-dioxolan-4-ylmethyl)-2-phenoxyacetamide with respect to peas and wheat also showed a marked herbicidal effect, close in value to the reference one. The test results of synthesized benzamides on wheat showed that, at a concentration of 100 mg/l, the compounds act approximately the same as the reference preparation at a dose of 50 mg/l. The obtained results prove the prospects of creating herbicidal preparations based on phenoxy- chlorides and 2,4-dichlorophenoxyacetic acids containing 1,3-dioxacycloalkane fragments. Therefore, these objects are very attractive for further study and synthesis of biologically active compounds containing the above pharmacophore groups.
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Dissertations / Theses on the topic "Dioxolane ring"

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Nguyen, Thuy Linh. "Vers la synthèse totale de la mycangimycine, un acide gras polyènique peroxydé, et synthèse d’analogues plus stables et simplifiés." Thesis, Université Paris-Saclay (ComUE), 2016. http://www.theses.fr/2016SACLS542.

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Le dendroctone des pins du sud ou « Southern Pine Beetle » (Dendroctonus frontalis) est un coléoptère xylophage nuisible et ravageur des forêts d’Amérique du Nord qui a déjà causé plus de 900 millions de dollars de dégâts entre 1960 et 1990 et dont son surdéveloppement est de plus accéléré par le réchauffement climatique. Cet insecte vit en symbiose avec le champignon Entomocorticium sp. qui lui permet d’assimiler la lignine contenue dans le bois. Une particularité supplémentaire de ces dendroctones a été la découverte récente d’un deuxième symbiote d’origine bactérienne (Streptomyces sp. SPB74) qui a un rôle de protecteur chimique face aux antagonistes fongiques du dendroctone. La principale substance protectrice produite par ce symbiote est la mycangimycine, un acide gras polyènique contenant un cycle 1,2-dioxolane 3,5-disubstitué. Ce composé affecte peu le champignon vital du dendroctone mais a montré des activités antifongiques exceptionnelles, égales ou supérieures à l’amphotéricine B sur des champignons pathogènes de souche résistante ou non ainsi qu’une excellente activité anti-malarique sur Plasmodium falciparum.Dans ce manuscrit, nous avons rapporté quelques tentatives vers la synthèse de la mycangimycine, en particulier la formation du motif 1,2-dioxolane 3,5-disubstitué qui pourrait contribuer de manière prometteuse à de nombreuses activités biologiques comme antipaludique et antifongique, etc. Le premier travail a porté sur la synthèse du 1,2-dioxolane en utilisant des cyclopropanols comme intermédiaires, par un processus d'ouverture de cycle par oxydation. À la suite de cela, certains analogues saturés de la mycangimycine ont été préparés avec un rendement relativement élevé. Dans la deuxième partie de ce manuscrit, nous avons développé une méthodologie de synthèse sur l'addition nucléophile sur des peroxyketal cycliques via la formation d’un ion peroxycarbenium par l’action d’un acide Lewis. Différents analogues synthétiques et intermédiaires de synthèse ont été évalués in vitro dans les domaines antiparasitaires
The southern pine beetle (Dendroctonus frontalis) ecosystem has been strongly studied because of the economic losses of conifer production in North America. From these researches, it has emerged that this pine beetle possesses a very complex natural associations with trees, fungi, mites. Recently some reports indicated that a bacterian symbiont (Streptomyces sp. SPB74) produces an unprecedent polyene peroxide, named mycangimycin, which plays a role of antifungal and antiparasitic. This molecule is a polyenic fatty acid containing a 3,5-disubstituted 1,2-dioxolane ring which exhibits exceptional antifungal activity against a wide variety of fungi and activities as antimalarial agent against Plasmodium falciparum.In this manuscript, we reported some attempts towards the synthesis of mycangimycin, especially for the formation of 3,5-disubstituted-1,2-dioxolane moiety which could contribute promisingly to many biological activities as antimalarial and antifungal. The first work focused on the synthesis of the 3,5-disubsituted-1,2-dioxolane ring using cyclopropanols as intermediates, through an oxidative ring opening process. As a result of that, some saturated analogues of mycangimycin were prepared in relatively high yield. In the second part of this manuscript, we have developed an available methodology of nucleophile addition to the peroxycarbenium ions derived from Lewis acid-mediated ionization of 3-alkoxy-1,2-dioxolanes providing 3,5-disubstituted-1,2-dioxolane compounds. Various synthetic analogues or intermediates have been evaluated in in vitro in antiparasitic domains
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Cairns, Stefan Alexander. "Ring-opening polymerisation of 1,3-Dioxolan-4-ones." Thesis, University of Edinburgh, 2018. http://hdl.handle.net/1842/31502.

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Polyesters have been realised as a viable replacement for slow or non-degrading petroleum derived polymers. A variety of aliphatic polyesters, e.g. poly(lactic acid), have received a lot of attention because they are produced from renewable feedstocks and have the ability to biodegrade and bioassimilate. Poly(lactic acid)'s broader family, poly(α-hydroxy acid)s, have been produced with a wide variety of properties, that has given polyesters the potential for a more diverse range of applications. However, their synthesis has proven difficult. This thesis investigates a family of 1,3-dioxolan-4-ones as a monomer source to ease difficulties in current synthetic routes. Polymerisation of the parent 1,3-dixoxolan-4-one was tested. The copolymerisation of Llactide and 1,3-dioxolan-4-one was conducted with various monomer feedstocks. Ringopening polymerisation of 1,3-dioxolan-4-one led to the formation of paraformaldehyde as a polymerisation by-product. The copolymerisation was found to be best controlled when using a coordination-insertion type catalyst. 1,3-dioxolan-4-one was also copolymerised with ε-caprolactone and β-butyrolactone to produce copolymers with various compositions. The formation of poly(lactic acid) and poly(mandelic acid) from 5-methyl-1,3-dioxolan- 4-one and 5-phenyl-1,3-dioxolan-4-one was investigated. Poly(lactic acid) and poly(mandelic acid) were synthesised with either isotactic or atactic tacticities. Molecular weights were found to be lower than the expected values. A variety of MeAl(salen) catalysts were explored for the polymerisation of 5-methyl-1,3-dioxolan-4-one and catalysts ligated with tertiary-butyl substituted salens were found to have higher rates of polymerisation and reached high conversions. Altering the diimine bridge in the ligand led to variations in rates of polymerisation and molecular weights. The cause of the decrease in molecular weight was found to be caused by a side reaction. The side reaction was bypassed by polymerising 2,2,5- trimethyl-1,3-dioxolan-4-one and 2,2-dimethyl-5-phenyl-1,3-dioxolan-4-one to form poly(lactic acid) and poly(mandelic acid), respectively, with the expulsion of acetone. The scope of 1,3-dioxolan-4-ones capable of being polymerised to form poly(α-hydroxy acid)s was expanded to include iso-propyl, cyclohexyl, normal-butyl, iso-butyl, propargyl, chloromethyl and benzyloxymethyl substituents at the five position. The glass transition temperatures accessible from this synthetic route was expanded (22-105 °C). Kinetic experiments revealed the impact of the substituents steric bulk on the rate of polymerisation and points toward a coordination-insertion mechanism. Poly(lactic acid-co-glycolic acid) was copolymerised with 5-propargyl-1,3-dioxolan-4-one to incorporate alkynyl functionality and hence Raman spectroscopy showed the polymer had a distinct peak at 2128 cm-1. Following post-polymerisation modification of poly(lactic acid-co-3-chloro-2-hydroxypropanoic acid) copolymers, acrylate functionalised polymers were produced. The copolymers were shown to be capable of crosslinking poly(α-hydroxy acid) and poly(methyl methacrylate).
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Power, Lynn A. "New synthetic uses for chiral 1,3-dioxolan-4-ones." Thesis, St Andrews, 2008. http://hdl.handle.net/10023/548.

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程淑媚. "Ultrasound Promoted Ring-opening of α,β-Unsaturated Dioxolanes with Grignard Reagents." Thesis, 1997. http://ndltd.ncl.edu.tw/handle/03302136913758632238.

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Book chapters on the topic "Dioxolane ring"

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König, B. "Decomposition of 4-(Benzoyloxy)-1,3-dioxolanes." In Fully Unsaturated Small-Ring Heterocycles and Monocyclic Five-Membered Hetarenes with One Heteroatom, 1. Georg Thieme Verlag KG, 2001. http://dx.doi.org/10.1055/sos-sd-009-00310.

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"Product Subclass 3: Five-Membered Cyclic Peroxides with No Further Heteroatoms in the Ring (1,2-Dioxolanes and 1,2-Dioxolan-3-ones)." In Category 5, Compounds with One Saturated Carbon Heteroatom Bond, edited by Berkessel. Stuttgart: Georg Thieme Verlag, 2009. http://dx.doi.org/10.1055/sos-sd-038-00365.

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Meigh, J. P. K. "By Acid-Mediated Cyclization of 2-[2′-(1,3-Dioxolan-2-yl)-1,1′-biphenyl-2-yl]-4,4-dimethyl-4,5-dihydro-1,3-oxazole." In Six-Membered Hetarenes with Two Unlike or More than Two Heteroatoms and Fully Unsaturated Larger-Ring Heterocycles, 1. Georg Thieme Verlag KG, 2004. http://dx.doi.org/10.1055/sos-sd-017-01382.

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Conference papers on the topic "Dioxolane ring"

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Ono, Daisuke. "Amide Types of Chemocleavable Nonionic Surfactants Bearing a 1,3-Dioxolane Ring Derived from Diethyl Tartrate." In Virtual 2020 AOCS Annual Meeting & Expo. American Oil Chemists' Society (AOCS), 2020. http://dx.doi.org/10.21748/am20.191.

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Masters, Ron. "Amide Types of Chemocleavable Nonionic Surfactants Bearing a 1,3-Dioxolane Ring Derived from Diethyl Tartrate." In Virtual 2020 AOCS Annual Meeting & Expo. American Oil Chemists' Society (AOCS), 2020. http://dx.doi.org/10.21748/am20.195.

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