Electrochemical deconstruction of alkyl substituted boron clusters to produce alkyl boronate esters

被引：0

作者：

Xie, Huanhuan ^{[1
,2
]}

Gao, Xinying ^{[1
,2
]}

Dong, Beibei ^{[1
,2
]}

Wang, Haoyang ^{[5
]}

Spokoyny, Alexander M. ^{[3
,4
]}

Mu, Xin ^{[1
,2
]}

机构：

[1] East China Univ Sci & Technol, Engn Res Ctr Pharmaceut Proc Chem, Minist Educ, 130 Meilong Rd, Shanghai 200237, Peoples R China

[2] East China Univ Sci & Technol, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China

[3] Univ Calif Los Angeles, Dept Chem & Biochem, 607 Charles E Young Dr East, Los Angeles, CA 90095 USA

[4] Univ Calif Los Angeles, Calif Nanosyst Inst CNSI, Los Angeles, CA 90095 USA

[5] Chinese Acad Sci, Shanghai Inst Organ Chem, Lab Mass Spectrometry Anal, Shanghai 200032, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2024年 / 60卷 / 81期

关键词：

NUCLEOPHILIC BORON; BORYLATION; REACTIVITY;

D O I：

10.1039/d4cc04232h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Closo-Hexaborate (closo-B6H62-) can engage in nucleophilic substitution reactions with a wide variety of alkyl electrophiles. The resulting functionalized boron clusters undergo oxidative electrochemical deconstruction, selectively cleaving B-B bonds while preserving B-C bonds in these species. This approach allows the conversion of multinuclear boron clusters into single boron site organoboranes. Trapped boron-based fragments were isolated from the electrochemical cluster deconstruction process, providing further mechanistic insights into the developed reaction. In situ generated hexaborate dianions can engage in nucleophilic substitution followed by bulk electrolysis to produce organoboronate esters.

引用

页码：11548 / 11551

页数：4

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