Chiral cyclopentadienyl rhodium (CpRh) complex‐catalyzed asymmetric C−H functionalization reactions have witnessed a significant progress in organic synthesis. In sharp contrast, the reported chiral Cp ligands are limited to C‐linked Cp and are ...
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https://www.riss.kr/link?id=O107053007
2021년
eng
1433-7851
1521-3773
SCI;SCIE;SCOPUS
학술저널
Angewandte Chemie international edition
15510-15516 [※수록면이 p5 이하이면, Review, Columns, Editor's Note, Abstract 등일 경우가 있습니다.]
0
상세조회0
다운로드다국어 초록 (Multilingual Abstract)
Chiral cyclopentadienyl rhodium (CpRh) complex‐catalyzed asymmetric C−H functionalization reactions have witnessed a significant progress in organic synthesis. In sharp contrast, the reported chiral Cp ligands are limited to C‐linked Cp and are ...
Chiral cyclopentadienyl rhodium (CpRh) complex‐catalyzed asymmetric C−H functionalization reactions have witnessed a significant progress in organic synthesis. In sharp contrast, the reported chiral Cp ligands are limited to C‐linked Cp and are often synthetically challenging. To address these issues, we have developed a novel class of tunable chiral cyclopentadienyl ligands bearing oxygen linkers, which were efficient catalysts for C−H arylation of benzo[h]quinolines with 1‐diazonaphthoquinones, affording axially chiral heterobiaryls in excellent yields and enantioselectivity (up to 99 % yield, 98.5:1.5 er). Mechanistic studies suggest that the reaction is likely to proceed by electrophilic C−H activation, and followed by coupling of the cyclometalated rhodium(III) complex with 1‐diazonaphthoquinones.
A class of chiral cyclopentadienyl ligands (BOCps) bearing an oxygen linker was developed. The BOCpRh complexes are powerful catalysts in an asymmetric C−H arylation of benzo[h]quinolines with 1‐diazonaphthoquinones to construct axially chiral heterobiaryls. Preliminary mechanistic studies suggest that this reaction is likely to proceed via an electrophilic C−H rhodation and subsequent coupling with 1‐diazonaphthoquinones.
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