A Nonempirical Quantum-Chemical Study and Natural Bond Orbital Analysis of C6H5XCY3Species (X = SO or SO2, Y = H or F)

Bzhezovsky, Vladimir; Il'chenko, N. N.; Kapustin, E. G.; Chura, M. B.; Yagupol’skii, L. M.; Gorb, Leonid; Leszczyński, Jerzy

doi:10.1023/b:stuc.0000037911.19038.4a

Cited by 10 publications

(4 citation statements)

References 37 publications

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“…In ref , a value of 34.7 kJ/mol was obtained, whereas smaller values were found by the aforementioned electron correlated techniques. In particular, a barrier of 21.3 kJ/mol resulted from refs and , whereas Figure of ref shows a value of about 25.1 kJ/mol. The value reported in the quoted literature 14,15 is in agreement with an experimental observation, suggesting the energy barrier should be smaller than 21 kJ/mol .…”

Section: Quantum Chemical Calculationsmentioning

confidence: 88%

Multitechnique Investigation of Conformational Features of Small Molecules: the Case of Methyl Phenyl Sulfoxide

Celebre

Cinacchi

et al. 2008

J. Phys. Chem. B

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The conformational distribution of methyl phenyl sulfoxide (a molecule representative of a very important class of reagents widely used in asymmetric synthesis) has been studied in two different phases of matter (gas phase and solution) by a comprehensive approach including theoretical calculations, microwave spectroscopy, liquid crystal NMR experiments, and atomistic molecular dynamics computer simulations. The aim was to investigate the combined action of intra- and intermolecular interactions in determining the molecule's conformational equilibrium, upon which important physicochemical properties (inter alia, the chemoselectivity) significantly depend. Basically, the results converge in describing the tendency of the molecule to favor stable conformations governed by intramolecular interactions (in particular, the expected optimization between steric repulsion and conjugation of pi systems). However, significant solvent effects (whose "absolute" magnitude is actually difficult to assess, due to a certain "method-dependence" of the results) have been also detected.

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Section: Quantum Chemical Calculationsmentioning

confidence: 88%

Multitechnique Investigation of Conformational Features of Small Molecules: the Case of Methyl Phenyl Sulfoxide

Celebre

Cinacchi

et al. 2008

J. Phys. Chem. B

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“…The main concern with this reaction is to avoid sulfone formation, which is a product from sulfoxide over oxidation. Sulfoxides possess enantiomers due to the sulfur atom as a stereocenter in a pyramidal structure (Alphand and Wohlgemuth 2010, Bzhezovsky et al 2004, Reed and Schleyer 1990, Bzhezovskii et al 2005.…”

Section: Oxidation Reactionsmentioning

confidence: 99%

Enzymatic reactions involving the heteroatoms from organic substrates

Netto

Palmeira

Brondani

et al. 2018

An. Acad. Bras. Ciênc.

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Several enzymatic reactions of heteroatom-containing compounds have been explored as unnatural substrates. Considerable advances related to the search for efficient enzymatic systems able to support a broader substrate scope with high catalytic performance are described in the literature. These reports include mainly native and mutated enzymes and whole cells biocatalysis. Herein, we describe the historical background along with the progress of biocatalyzed reactions involving the heteroatom(S, Se, B, P and Si) from hetero-organic substrates.

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“…In the penultimate article in the current issue, Bzhezevosky et al [119] discussed the energetics of the sulfoxides and sulfones C 6 H 5 XCY 3 , X: SO, SO 2 ; Y: CH 3 , CF 3 . Strong phenyl-X interactions are evidenced by the considerable rotational barriers (ca.…”

Section: Introductionmentioning

confidence: 98%

Interplay of thermochemistry and structural chemistry, the journal (volume 15, 2004) and the discipline

Stem

Liebman

2006

Struct Chem

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As practiced disciplines, structural chemistry, and thermochemistry need not necessarily be related. Yet such relationships, ranging from minor to very close, can help our overall understanding and detailed analyses of the species and methods under consideration. In the current study, these relations are made more evident from among the contents of the journal "Structural Chemistry" (Vol. 15) for the year 2004. The year's articles have been reviewed, giving to most of those appearing therein a thermochemical commentary, "spin" or "slant." A special emphasis is made on raising questions or noting possible future research topics that arise when looking at the relations noted earlier.

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A Nonempirical Quantum-Chemical Study and Natural Bond Orbital Analysis of C₆H₅XCY₃Species (X = SO or SO₂, Y = H or F)

Cited by 10 publications

References 37 publications

Multitechnique Investigation of Conformational Features of Small Molecules: the Case of Methyl Phenyl Sulfoxide

Multitechnique Investigation of Conformational Features of Small Molecules: the Case of Methyl Phenyl Sulfoxide

Enzymatic reactions involving the heteroatoms from organic substrates

Interplay of thermochemistry and structural chemistry, the journal (volume 15, 2004) and the discipline

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