Effect of noncovalent interactions in ion pairs on hypervalent iodines: inversion of regioselectivity in sulfonyloxylactonization

文献情報

出版日 2021-04-28

DOI 10.1039/D1QO00523E

インパクトファクター 5.281

著者

Masaki Fujie, Junki Hara

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要旨

We synthesized novel hypervalent iodines possessing cationic heterocyclic moieties nearby the iodine(III) center. The novel hypervalent iodines exhibited a totally different regioselectivity from common PhI(OAc)2 during the sulfonyloxylactonization of 2-vinylbenzoic acids. The noncovalent interactions between the sulfonyloxy groups and the cationic heterocyclic moieties resulted in a significant change in the regioselectivity, which was revealed by the observation of intermediates and density functional theory studies including noncovalent interaction analysis.

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掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Effect of noncovalent interactions in ion pairs on hypervalent iodines: inversion of regioselectivity in sulfonyloxylactonization

文献情報

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関連文献

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