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

Prosenjit Daw, Amit Kumar, Noel Angel Espinosa-Jalapa, Yehoshoa Ben-David, David Milstein

Research output: Contribution to journalArticle

1 Citation (Scopus)

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.

Original languageEnglish
Pages (from-to)12202-12206
Number of pages5
JournalJournal of the American Chemical Society
Volume141
Issue number31
DOIs
Publication statusPublished - Aug 7 2019

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Benzyl Alcohols
Manganese
Amides
Ammonia
Alcohols
Nitrogen
Earth (planet)
Molecules

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

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; Kumar, Amit; Espinosa-Jalapa, Noel Angel; Ben-David, Yehoshoa; Milstein, David.

In: Journal of the American Chemical Society, Vol. 141, No. 31, 07.08.2019, p. 12202-12206.

Research output: Contribution to journalArticle

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