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Chromium‐Catalyzed Selective Dimerization/Hydroboration of Allenes to Access Boryl‐Functionalized Skipped ( E , Z )‐Dienes
Author(s) -
Zhao Yinsong,
Ge Shaozhong
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202012344
Subject(s) - hydroboration , chemistry , chromium , catalysis , electron paramagnetic resonance , pyridine , hydride , selectivity , ligand (biochemistry) , medicinal chemistry , photochemistry , organic chemistry , metal , biochemistry , physics , receptor , nuclear magnetic resonance
A chromium‐catalyzed dimerization/hydroboration of allenes is developed to access synthetically versatile boryl‐functionalized skipped dienes with a catalyst generated in situ from CrCl 2 and a pyridine‐2,6‐diimine ligand mes PDI. A variety of allenes reacted with pinacolborane (HBpin) to afford the corresponding boryl‐functionalized ( E , Z )‐1,4‐dienes in high yields and with excellent selectivity. Electron paramagnetic resonance (EPR) spectroscopic studies suggest that this chromium‐catalyzed reaction probably proceeds through a chromium(I) hydride intermediate.