[B-Cl-B]+ Cations: Chloroborane Masked Chiral Borenium Ions

被引：2

作者：

Shih, Ding-Nan ^{[1
]}

Boobalan, Ramalingam ^{[2
]}

Liu, Yi-Hung ^{[1
]}

Chein, Rong-Jie ^{[2
]}

Chiu, Ching-Wen ^{[1
]}

机构：

[1] Natl Taiwan Univ, Dept Chem, Taipei 10617, Taiwan

[2] Acad Sinica, Inst Chem, Taipei 11529, Taiwan

来源：

INORGANIC CHEMISTRY | 2021年 / 60卷 / 21期

关键词：

ENANTIOSELECTIVE SYNTHESIS; LEWIS-ACID; PORPHYRIN COMPLEXES; BORANE; ACTIVATION; ADDUCTS; KETONES; CYANOSILYLATION; POLYMERIZATION; CATALYSIS;

D O I：

10.1021/acs.inorgchem.1c02073

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A tricoordinate borenium ion has received considerable attention in recent years for its applications in Lewis acid catalysis. Over the years, asymmetric catalysis mediated by a chiral borenium ion has also been developed. To stabilize the electrondeficient boron atom, a series of chloroborane masked borenium ions featuring the symmetrical [B-Cl-B](+) linkage are prepared and utilized as the catalyst for the enantioselective Diels-Alder cycloaddition of cyclopentadiene and 2,2,2-trifluoroethyl acrylate. The presence of a Cp* ligand is critical in realizing the cyclic diboron compounds, and the stability of the resulting [B-Cl-B](+) cation is dependent on the steric bulkiness of the oxazolidinone moiety. The stereoselectivity of the Diels-Alder cycloaddition is controlled by the substituents of the chiral oxazolidinone ligand and could be further improved via the coordination of SnCl4 at the bridging chloride of the [B-Cl-B](+) cation.

引用

页码：16266 / 16272

页数：7

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