Chromium‐Catalyzed Selective Dimerization/Hydroboration of Allenes to Access Boryl‐Functionalized Skipped (E, Z)‐Dienes. Issue 4 (27th November 2020)

• Record Type: Journal Article
• Authors: Zhao, Yinsong; Ge, Shaozhong
• Is Part Of: Angewandte Chemie international edition. Volume 60:Issue 4(2021)
• Page Start: 2149
• Page End: 2154
• Publication Date: 2020-11-27
• Subjects: allenes -- chromium -- dimerization -- homogeneous catalysis -- hydroboration; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.202012344
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: A chromium‐catalyzed dimerization/hydroboration of allenes is developed to access synthetically versatile boryl‐functionalized skipped dienes with a catalyst generated in situ from CrCl2 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. Abstract : A chromium‐catalyzed dimerization/hydroboration of allenes is developed to access synthetically versatile boryl‐functionalized skipped dienes with a catalyst generated in situ from CrCl2 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.