Well-defined nickel(II) tetrazole-saccharinate complex as homogeneous catalyst on the reduction of aldehydes: scope and reaction mechanism-Reference-Cited by-同舟云学术

Well-defined nickel(II) tetrazole-saccharinate complex as homogeneous catalyst on the reduction of aldehydes: scope and reaction mechanism

Published:2019-10-25 Issue:1 Volume:92 Page:151-166
ISSN:1365-3075
Container-title:Pure and Applied Chemistry
language:en
Short-container-title:

Author:

Frija Luís M. T.¹,Rocha Bruno G. M.¹,Kuznetsov Maxim L.¹,Cabral Lília I. L.²,Cristiano M. Lurdes S.²,Pombeiro Armando J. L.¹

Affiliation:

1. Centro de Química Estrutural (CQE), Instituto Superior Técnico , Universidade de Lisboa , Av. Rovisco Pais , 1049-001 Lisbon , Portugal

2. CCMAR and Department of Chemistry and Pharmacy, F.C.T. , University of Algarve , P-8005-039 Faro , Portugal

Abstract

Abstract A new (tetrazole-saccharin)nickel complex is shown to be a valuable catalyst for the hydrosilative reduction of aldehydes under microwave radiation at low temperatures. With typical 1 mol% content of the catalyst (microwave power range of 5–15 W) most reactions are complete within 30 min. The Ni(II)-catalyzed reduction of aldehydes, with a useful scope, was established for the first time by using this catalyst, and is competitive with the most effective transition-metal catalysts known for such transformation. The catalyst reveals tolerance to different functional groups, is air and moisture stable, and is readily prepared in straightforward synthetic steps. Supported by experimental data and DFT calculations, a plausible reaction mechanism involving the new catalytic system is outlined.

Publisher

Walter de Gruyter GmbH

Subject

General Chemical Engineering,General Chemistry

Link

https://www.degruyter.com/document/doi/10.1515/pac-2019-0220/pdf

Reference165 articles.

1. J. G. de Vries, C. J. Elsevier (Eds.). The Handbook of Homogeneous Hydrogenation. Wiley-VCH, Weinheim, Germany (2007).

2. P. A. Chaloner, M. A. Esteruelas, F. Joó, L. A. Oro. Homogeneous Hydrogenation, p. 87, Kluwer Academic Publishers, Dordrecht (1994).

3. R. H. Morris. Chem. Soc. Rev. 38, 2282 (2009).

4. H. I. Schlesinger, C. H. Brown, A. E. Finholt, R. J. Gilbreath, R. H. Hoekstra, K. E. Hyde. J. Am. Chem. Soc. 75, 215 (1953).

5. H. I. Schlesinger, C. H. Brown, B. Abraham, A. C. Bond, N. Davidson, A. E. Finholt, R. J. Gilbreath, H. Hoekstra, L. Horvitz, K. E. Hyde. J. Am. Chem. Soc. 75, 186 (1953).

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