Parent Thioketene S-Oxide H2CCSO: Gas-Phase Generation, Structure, and Bonding Analysis

Zhuang Wu; Jian Xu; Liubov Sokolenko; Yurii L. Yagupolskii; Ruijuan Feng; Qian Liu; Yan Lu; Lili Zhao; Israel Fernández; Gernot Frenking; Tarek Trabelsi; Joseph S. Francisco; Xiaoqing Zeng

doi:10.1002/chem.201703161

Parent Thioketene S-Oxide H₂CCSO: Gas-Phase Generation, Structure, and Bonding Analysis

Zhuang Wu, Jian Xu, Liubov Sokolenko, Yurii L. Yagupolskii, Ruijuan Feng, Qian Liu, Yan Lu, Lili Zhao, Israel Fernández, Gernot Frenking, Tarek Trabelsi, Joseph S. Francisco, Xiaoqing Zeng

School of Chemistry and Moleculai Engineering

Research output: Contribution to journal › Article › peer-review

36 Scopus citations

Abstract

The parent thioketene S-oxide H₂CCSO has been generated in the gas phase through flash vacuum pyrolysis (ca. 1000 K) of vinyl sulfoxide H₂CC(Br)−S(O)CF₃ via the intermediacy of a novel vinyl sulfinyl radical H₂C=C(Br)−SO (syn and anti conformers). Upon irradiation at 266 nm, H₂CCSO decomposes into HCCH/SO and H₂CS/CO in cryogenic Ar matrix. Whereas, visible-light irradiations result in syn↔anti conformational interconversion in H₂C=C(Br)−SO. The molecular structures of H₂CCSO and isomers are computationally studied at the CCSD(T)-F12/VTZ-F12 level of theory, and the bonding properties of H₂CCSO are analyzed with the EDA-NOCV method at the M06-2X/TZ2P level.

Original language	English
Pages (from-to)	16566-16573
Number of pages	8
Journal	Chemistry - A European Journal
Volume	23
Issue number	65
DOIs	https://doi.org/10.1002/chem.201703161
State	Published - 21 Nov 2017

Keywords

bonding analysis
density functional calculations
flash vacuum pyrolysis
radicals
sulfines

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title = "Parent Thioketene S-Oxide H2CCSO: Gas-Phase Generation, Structure, and Bonding Analysis",

abstract = "The parent thioketene S-oxide H2CCSO has been generated in the gas phase through flash vacuum pyrolysis (ca. 1000 K) of vinyl sulfoxide H2CC(Br)−S(O)CF3 via the intermediacy of a novel vinyl sulfinyl radical H2C=C(Br)−SO (syn and anti conformers). Upon irradiation at 266 nm, H2CCSO decomposes into HCCH/SO and H2CS/CO in cryogenic Ar matrix. Whereas, visible-light irradiations result in syn↔anti conformational interconversion in H2C=C(Br)−SO. The molecular structures of H2CCSO and isomers are computationally studied at the CCSD(T)-F12/VTZ-F12 level of theory, and the bonding properties of H2CCSO are analyzed with the EDA-NOCV method at the M06-2X/TZ2P level.",

keywords = "bonding analysis, density functional calculations, flash vacuum pyrolysis, radicals, sulfines",

author = "Zhuang Wu and Jian Xu and Liubov Sokolenko and Yagupolskii, {Yurii L.} and Ruijuan Feng and Qian Liu and Yan Lu and Lili Zhao and Israel Fern{\'a}ndez and Gernot Frenking and Tarek Trabelsi and Francisco, {Joseph S.} and Xiaoqing Zeng",

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year = "2017",

month = nov,

day = "21",

doi = "10.1002/chem.201703161",

language = "英语",

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TY - JOUR

T1 - Parent Thioketene S-Oxide H2CCSO

T2 - Gas-Phase Generation, Structure, and Bonding Analysis

AU - Wu, Zhuang

AU - Xu, Jian

AU - Sokolenko, Liubov

AU - Yagupolskii, Yurii L.

AU - Feng, Ruijuan

AU - Liu, Qian

AU - Lu, Yan

AU - Zhao, Lili

AU - Fernández, Israel

AU - Frenking, Gernot

AU - Trabelsi, Tarek

AU - Francisco, Joseph S.

AU - Zeng, Xiaoqing

PY - 2017/11/21

Y1 - 2017/11/21

N2 - The parent thioketene S-oxide H2CCSO has been generated in the gas phase through flash vacuum pyrolysis (ca. 1000 K) of vinyl sulfoxide H2CC(Br)−S(O)CF3 via the intermediacy of a novel vinyl sulfinyl radical H2C=C(Br)−SO (syn and anti conformers). Upon irradiation at 266 nm, H2CCSO decomposes into HCCH/SO and H2CS/CO in cryogenic Ar matrix. Whereas, visible-light irradiations result in syn↔anti conformational interconversion in H2C=C(Br)−SO. The molecular structures of H2CCSO and isomers are computationally studied at the CCSD(T)-F12/VTZ-F12 level of theory, and the bonding properties of H2CCSO are analyzed with the EDA-NOCV method at the M06-2X/TZ2P level.

AB - The parent thioketene S-oxide H2CCSO has been generated in the gas phase through flash vacuum pyrolysis (ca. 1000 K) of vinyl sulfoxide H2CC(Br)−S(O)CF3 via the intermediacy of a novel vinyl sulfinyl radical H2C=C(Br)−SO (syn and anti conformers). Upon irradiation at 266 nm, H2CCSO decomposes into HCCH/SO and H2CS/CO in cryogenic Ar matrix. Whereas, visible-light irradiations result in syn↔anti conformational interconversion in H2C=C(Br)−SO. The molecular structures of H2CCSO and isomers are computationally studied at the CCSD(T)-F12/VTZ-F12 level of theory, and the bonding properties of H2CCSO are analyzed with the EDA-NOCV method at the M06-2X/TZ2P level.

KW - bonding analysis

KW - density functional calculations

KW - flash vacuum pyrolysis

KW - radicals

KW - sulfines

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U2 - 10.1002/chem.201703161

DO - 10.1002/chem.201703161

M3 - 文章

C2 - 28872716

AN - SCOPUS:85033219557

SN - 0947-6539

VL - 23

SP - 16566

EP - 16573

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 65

ER -

Parent Thioketene S-Oxide H₂CCSO: Gas-Phase Generation, Structure, and Bonding Analysis

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Keywords

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