Catalytic Asymmetric Synthesis of Silicon-Stereogenic Dihydrodibenzosilines: Silicon Central-to-Axial Chirality Relay

Guo, Yonghong1,2; Liu, Meng-Meng1,2; Zhu, Xujiang1,2; Zhu, Liru1,2; He, Chuan1,2

2021-05-01

10.1002/anie.202103748

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   影响因子和分区

1433-7851

1521-3773

A Rh-catalyzed asymmetric synthesis of silicon-stereogenic dihydrodibenzosilines featuring axially chiral 6-membered bridged biaryls is demonstrated. In the presence of a Rh-I catalyst with a chiral diphosphine ligand, a wide range of dihydrodibenzosilines containing both silicon-central and axial chiralities are conveniently constructed in excellent enantioselectivities via dehydrogenative C(sp(3))-H silylation. Absolute configuration analysis by single-crystal X-ray structures revealed a novel silicon central-to-axial chirality relay phenomenon, which we believe will inspire further research in the field of asymmetric catalysis and chiroptical materials.

axial chirality chirality relay enantioselective C− H silylation silicon-central chirality silicon-stereogenic monohydrosilanes

SCI ; EI

英语

NI论文

第一 ; 通讯

National Natural Science Foundation of China[21901104] ; Southern University of Science and Technology, Shenzhen Science and Technology Innovation Committee[JCYJ20190809142809370] ; Guangdong Provincial Key Laboratory of Catalysis[2020B121201002]

Chemistry

Chemistry, Multidisciplinary

WOS:000651075000001

WILEY-V C H VERLAG GMBH

20212110377504

Catalysis ; Chirality ; Single crystals

Semiconductor Devices and Integrated Circuits:714.2 ; Chemical Reactions:802.2 ; Atomic and Molecular Physics:931.3 ; Crystalline Solids:933.1

CHEMISTRY

Web of Science

1.Southern Univ Sci & Technol, Guangdong Prov Key Lab Catalysis, Shenzhen Grubbs Inst, Shenzhen 518055, Guangdong, Peoples R China
2.Southern Univ Sci & Technol, Guangdong Prov Key Lab Catalysis, Dept Chem, Shenzhen 518055, Guangdong, Peoples R China

Guo, Yonghong,Liu, Meng-Meng,Zhu, Xujiang,et al. Catalytic Asymmetric Synthesis of Silicon-Stereogenic Dihydrodibenzosilines: Silicon Central-to-Axial Chirality Relay[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2021,60:13887-13891.

Guo, Yonghong,Liu, Meng-Meng,Zhu, Xujiang,Zhu, Liru,&He, Chuan.(2021).Catalytic Asymmetric Synthesis of Silicon-Stereogenic Dihydrodibenzosilines: Silicon Central-to-Axial Chirality Relay.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,60,13887-13891.

Guo, Yonghong,et al."Catalytic Asymmetric Synthesis of Silicon-Stereogenic Dihydrodibenzosilines: Silicon Central-to-Axial Chirality Relay".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 60(2021):13887-13891.