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- Title
Insight into the MO<sup>t</sup>Bu (M=Na, K)‐Mediated Dehydrogenation of Dimethylamine‐Borane and Transfer Hydrogenation of Nitriles to Primary Amines.
- Authors
Chowdhury, Deep; Sutradhar, Rahul; Paul, Ankan; Mukherjee, Arup
- Abstract
Selective synthesis of primary amines from nitriles is challenging in synthetic chemistry due to the possible en‐route generation of various amines and imines. Herein, we report a practical and operationally simple MOtBu‐mediated (M=Na, K) transfer hydrogenation of nitriles to the corresponding primary amines with a relatively unexplored sacrificial hydrogen source (dimethylamine borane). The strategy encompasses a broad substrate scope under transition metal‐free conditions and does not require any solvent. The mechanistic investigation was performed with the aid of control experiments and spectroscopic studies. The GC analysis of the reaction mixture exhibited the evolution of the H2 gas. Additionally, detailed computational calculations were undertaken to shed light on the possible intermediates and transition states involved during the present protocol.
- Subjects
NITRILES; AMINES; DEHYDROGENATION; TRANSFER hydrogenation; DIMETHYLAMINE; IMINES
- Publication
Chemistry - A European Journal, 2024, Vol 30, Issue 33, p1
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202400942