Issue 17, 2018

Reaction of silylallenes with triplet molecular oxygen

Abstract

A facile formal ene reaction of trisubstituted silylallenes with triplet molecular oxygen involving the cleavage of a H–C(sp2) bond has been described. For this formal ene reaction, the silyl substituent was found to be critical to induce peroxide formation. DFT calculations clearly show the dramatic weakening of the allenic C(sp2)–H bond by the α-silyl group.

Graphical abstract: Reaction of silylallenes with triplet molecular oxygen

Supplementary files

Article information

Article type
Research Article
Submitted
16 Apr 2018
Accepted
17 Jul 2018
First published
17 Jul 2018

Org. Chem. Front., 2018,5, 2542-2546

Author version available

Reaction of silylallenes with triplet molecular oxygen

Y. Xia, N. Lee, V. R. Sabbasani, S. Gupta and D. Lee, Org. Chem. Front., 2018, 5, 2542 DOI: 10.1039/C8QO00390D

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