Direct Synthesis of Amides by Acceptorless Dehydrogenative Coupling of Benzyl Alcohols and Ammonia Catalyzed by a Manganese Pincer Complex: Unexpected Crucial Role of Base

Daw, Prosenjit and Kumar, Amit and Espinosa-Jalapa, Noel Angel and Ben-David, Yehoshoa and Milstein, David (2019) Direct Synthesis of Amides by Acceptorless Dehydrogenative Coupling of Benzyl Alcohols and Ammonia Catalyzed by a Manganese Pincer Complex: Unexpected Crucial Role of Base. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 141 (31). pp. 12202-12206. ISSN 0002-7863, 1520-5126

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Abstract

Amide synthesis is one of the most important transformations in chemistry and biology. The direct use of ammonia for the incorporation of nitrogen functionalities in organic molecules is an attractive and environmentally benign method. We present here a new synthesis of amides by acceptorless dehydrogenative coupling of benzyl alcohols and ammonia. The reaction is catalyzed by a pincer complex of earth-abundant manganese in the presence of a stoichiometric base, making the overall process economical, efficient, and sustainable. Interesting mechanistic insights based on detailed experimental observations, indicating the crucial role of the base, are provided.

Item Type: Article
Uncontrolled Keywords: PRIMARY AMINES; SECONDARY ALCOHOLS; AMINATION; LIBERATION; WATER; H-2; EFFICIENT; DIAMINES; METHANOL; LACTAMS;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Anorganische Chemie
Depositing User: Dr. Gernot Deinzer
Date Deposited: 01 Apr 2020 05:01
Last Modified: 01 Apr 2020 05:01
URI: https://pred.uni-regensburg.de/id/eprint/26444

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