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通过亚砜自由基阳离子中间体实现手性芳族亚砜的热消旋化和光化学消旋化。

Thermal and photochemical racemization of chiral aromatic sulfoxides via the intermediacy of sulfoxide radical cations.

作者信息

Aurisicchio Claudia, Baciocchi Enrico, Gerini Maria Francesca, Lanzalunga Osvaldo

机构信息

Dipartimento di Chimica and Istituto di Metodologie Chimiche, Sezione Meccanismi di Reazione c/o Dipartimento di Chimica, Università degli Studi di Roma La Sapienza, Rome, Italy.

出版信息

Org Lett. 2007 May 10;9(10):1939-42. doi: 10.1021/ol070500y. Epub 2007 Apr 17.

DOI:10.1021/ol070500y
PMID:17439134
Abstract

Efficient racemization of enantiomerically pure methyl aryl sulfoxides was obtained by N-methylquinolinium tetrafluoborate (NMQ+) sensitized photolysis and by one-electron oxidation catalyzed by tris(2,2'-bipyridyl)ruthenium(III) hexafluorophosphate.

摘要

通过四氟硼酸N-甲基喹啉鎓(NMQ +)敏化光解以及由六氟磷酸三(2,2'-联吡啶)钌(III)催化的单电子氧化,实现了对映体纯的芳基甲基亚砜的高效外消旋化。

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Thermal and photochemical racemization of chiral aromatic sulfoxides via the intermediacy of sulfoxide radical cations.通过亚砜自由基阳离子中间体实现手性芳族亚砜的热消旋化和光化学消旋化。
Org Lett. 2007 May 10;9(10):1939-42. doi: 10.1021/ol070500y. Epub 2007 Apr 17.
2
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Aryl sulfoxide radical cations. Generation, spectral properties, and theoretical calculations.芳基亚砜自由基阳离子。生成、光谱性质及理论计算。
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Selective oxidation of sulfides to sulfoxides catalyzed by ruthenium (III) meso-tetraphenylporphyrin chloride in the presence of molecular oxygen.在分子氧存在下,氯化钌(III)中-四苯基卟啉催化硫化物选择性氧化为亚砜。
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Rapid Photoracemization of Chiral Alkyl Aryl Sulfoxides.手性烷基芳基亚砜的快速光外消旋化
J Org Chem. 2021 Dec 3;86(23):17249-17256. doi: 10.1021/acs.joc.1c02320. Epub 2021 Nov 20.