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Updated: May 16, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Chromium catalyzed acceptorless dehydrogenative (cross)coupling of primary amines to secondary imines
Aman Anand1, Anitta Regina1, Sachin Jalwal1
1Department of Chemistry, Indian Institute of Technology Jodhpur, Karwar, Jodhpur, 342030 Rajasthan, India. subrata@iitj.ac.in.
Abstract:
We present here acceptorless dehydrogenative coupling of primary amines to form secondary aldimines catalyzed by a complex of Earth-abundant chromium. The reaction is promoted by Cr(DAFO)(CO)4 (DAFO = 4,5-diazafluorene-9-one) without using any additives, base or oxidant generating NH3 and H2 as sole by-products. Dehydrogenative cross-coupling of primary amines with aniline derivatives to unsymmetrical secondary imines was also achieved with good to excellent yields. A probable mechanism is proposed based on the stoichiometric investigation and computational studies.
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