Direct regioselective nucleophilic cage B–H bond substitution in o-carboranes 碳硼烷硼顶点选择性亲核取代反应

Zhang，Jie1; Xie，Zuowei1,2

2023

10.1360/SSC-2022-0229

Scientia Sinica Chimica   Impact Factor & Quartile

1674-7224

2095-9435

Carboranes are a class of polyhedral carbon-boron molecular clusters featuring three-dimensional (3D) aromaticity, which are often considered as 3D analogues to benzene. They are finding wide applications as useful functional building blocks in medicine, materials and coordination/organometallic chemistry. Thus, selective functionalization of carboranes has received tremendous research interest. Over the years, three major strategies (electrophilic cage BH substitution, transition metal catalyzed cage BH functionalization, and nucleophilic cage BH substitution) have been developed for selective cage BH functionalization of carboranes. The former two strategies have been covered in several review articles. In this review, we summarize the advance on selective functionalization of carboranes via nucleophilic cage BH substitution strategy. The reaction scope, selectivity control and reaction mechanism are discussed in detail. In addition, the opportunities and challenges in this field of research are also commented.

boron B–H activation B–H functionalization carborane nucleophilic substitution reaction

Chinese

Corresponding

2-s2.0-85163691393

Scopus

1.Department of Chemistry,State Key Laboratory of Synthetic Chemistry,Chinese University of Hong Kong,Hong Kong,999077,Hong Kong
2.Shenzhen Grubbs Institute,Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China

Zhang，Jie,Xie，Zuowei. Direct regioselective nucleophilic cage B–H bond substitution in o-carboranes 碳硼烷硼顶点选择性亲核取代反应[J]. Scientia Sinica Chimica,2023,53(3):312-319.

Zhang，Jie,&Xie，Zuowei.(2023).Direct regioselective nucleophilic cage B–H bond substitution in o-carboranes 碳硼烷硼顶点选择性亲核取代反应.Scientia Sinica Chimica,53(3),312-319.

Zhang，Jie,et al."Direct regioselective nucleophilic cage B–H bond substitution in o-carboranes 碳硼烷硼顶点选择性亲核取代反应".Scientia Sinica Chimica 53.3(2023):312-319.