甲基硅取代的炔烃与卤代硼（CF）试剂的连续分子间1,1-碳硼化反应。

Consecutive intermolecular 1,1-carboboration reactions of MeSi-substituted alkynes with the halogeno-B(CF) reagents.

作者信息

Škoch Karel, Pauly Christophe, Daniliuc Constantin G, Bergander Klaus, Kehr Gerald, Erker Gerhard

机构信息

Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstr. 40, 48149 Münster, Germany.

出版信息

Dalton Trans. 2019 Apr 9;48(15):4837-4845. doi: 10.1039/c9dt00413k.

DOI:10.1039/c9dt00413k

PMID:30868145

Abstract

1-(Trimethylsilyl)propyne 2a reacts with halogenoboranes XB(C6F5)2 (X: Cl, Br) in a 1 : 1 molar ratio at r.t. to give the respective alkenylboranes 3. These undergo a subsequent 1,1-alkenylboration reaction with additional alkyne 2a to give the persubstituted 3-boryl-2,4-hexadiene products 4. The conjugated diyne bis(trimethylsilyl)butadiyne 2d reacts with ClB(C6F5)2 in a 2 : 1 molar ratio by a sequence of consecutive 1,1-carboboration reactions to give the persubstituted borylated octadiendiyne product 6.

摘要

1-（三甲基硅基）丙炔2a在室温下与卤代硼烷XB（C6F5）2（X：Cl，Br）以1:1的摩尔比反应，生成相应的烯基硼烷3。这些烯基硼烷随后与额外的炔烃2a发生1,1-烯基硼化反应，生成全取代的3-硼基-2,4-己二烯产物4。共轭二炔双（三甲基硅基）丁二炔2d与ClB（C6F5）2以2:1的摩尔比通过一系列连续的1,1-碳硼化反应，生成全取代的硼化八碳二炔产物6。