trans-Ge/B 1,1-Hydroboration of Alkynylgermanes with 9-BBN

• DOI: 10.1021/acs.orglett.4c04691
• Publication Date: 2025-01-23T15:22:16Z
• Authors: Zi-Long An; Chao Chen; Ao-Xiang Yu; Dun-Xu Cao; Yuan-Ye Jiang; Bin Xiao
• Keywords: Hydroboration

A 1,1-hydroboration of alkynylgermanes with unique trans-Ge/B stereochemistry under transition-metal-free conditions is reported. Mechanistic studies suggest that a pathway involving α-boration followed by stepwise 1,2-Ge/H shift on the intermediate structurally lies between an alkyne-Ge+ π complex and typical vinyl cation. The resulting Ge/B bimetallic modules, along Ge*/Ge/B trimetallic variant, can be conveniently transformed into trisubstituted olefins through iterative divergent cross-coupling. This work demonstrates incorporating metalloids classical organic reactions may offer unconventional chemical selectivity efficient synthetic applications.