Manganese-Catalyzed Environmentally Benign Dehydrogenative Coupling of Alcohols and Amines to Form Aldimines and H2: A Catalytic and Mechanistic Study

Arup Mukherjee; Alexander Nerush; Gregory Leitus; Linda J W Shimon; Yehoshoa Ben David; Noel Angel Espinosa Jalapa; David Milstein

doi:10.1021/jacs.5b13519

Manganese-Catalyzed Environmentally Benign Dehydrogenative Coupling of Alcohols and Amines to Form Aldimines and H₂: A Catalytic and Mechanistic Study

Arup Mukherjee, Alexander Nerush, Gregory Leitus, Linda J W Shimon, Yehoshoa Ben David, Noel Angel Espinosa Jalapa, David Milstein

Weizmann Institute of Science, Israel

Research output: Contribution to journal › Article

203 Citations (Scopus)

Abstract

The catalytic dehydrogenative coupling of alcohols and amines to form aldimines represents an environmentally benign methodology in organic chemistry. This has been accomplished in recent years mainly with precious-metal-based catalysts. We present the dehydrogenative coupling of alcohols and amines to form imines and H₂ that is catalyzed, for the first time, by a complex of the earth-abundant Mn. Detailed mechanistic study was carried out with the aid of NMR spectroscopy, intermediate isolation, and X-ray analysis.

Original language	English
Pages (from-to)	4298-4301
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	138
Issue number	13
DOIs	https://doi.org/10.1021/jacs.5b13519
Publication status	Published - Apr 20 2016

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ASJC Scopus subject areas

Chemistry(all)
Catalysis
Biochemistry
Colloid and Surface Chemistry

Cite this

Mukherjee, A., Nerush, A., Leitus, G., Shimon, L. J. W., Ben David, Y., Espinosa Jalapa, N. A., & Milstein, D. (2016). Manganese-Catalyzed Environmentally Benign Dehydrogenative Coupling of Alcohols and Amines to Form Aldimines and H₂: A Catalytic and Mechanistic Study. Journal of the American Chemical Society, 138(13), 4298-4301. https://doi.org/10.1021/jacs.5b13519

Manganese-Catalyzed Environmentally Benign Dehydrogenative Coupling of Alcohols and Amines to Form Aldimines and H₂ : A Catalytic and Mechanistic Study. / Mukherjee, Arup; Nerush, Alexander; Leitus, Gregory; Shimon, Linda J W; Ben David, Yehoshoa; Espinosa Jalapa, Noel Angel; Milstein, David.

In: Journal of the American Chemical Society, Vol. 138, No. 13, 20.04.2016, p. 4298-4301.

Research output: Contribution to journal › Article

Mukherjee, Arup ; Nerush, Alexander ; Leitus, Gregory ; Shimon, Linda J W ; Ben David, Yehoshoa ; Espinosa Jalapa, Noel Angel ; Milstein, David. / Manganese-Catalyzed Environmentally Benign Dehydrogenative Coupling of Alcohols and Amines to Form Aldimines and H₂ : A Catalytic and Mechanistic Study. In: Journal of the American Chemical Society. 2016 ; Vol. 138, No. 13. pp. 4298-4301.

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10.1021/jacs.5b13519