Reduction of carbonyl compounds via hydrosilylation catalyzed by well-defined PNP-Mn(I) hydride complexes

被引：2

作者：

Weber, Stefan ^{[1
]}

Iebed, Dina ^{[1
]}

Glatz, Mathias ^{[1
]}

Kirchner, Karl ^{[1
]}

机构：

[1] Vienna Univ Technol, Inst Appl Synthet Chem, Getreidemarkt 9-163 AC, A-1060 Vienna, Austria

来源：

MONATSHEFTE FUR CHEMIE | 2021年 / 152卷 / 06期

基金：

奥地利科学基金会;

关键词：

Manganese; Pincer complexes; Reduction; Silanes; Ketones; N-METHYLATION; MANGANESE; ALDEHYDES; KETONES; HYDROGENATION; ALCOHOLS; AMINES; METAL; PYRIMIDINES; REACTIVITY;

D O I：

10.1007/s00706-021-02774-y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Reduction reactions of unsaturated compounds are fundamental transformations in synthetic chemistry. In this context, the reduction of polarized double bonds such as carbonyl or C=C motifs can be achieved by hydrogenation reactions. We describe here a highly chemoselective Mn(I)-based PNP pincer catalyst for the hydrosilylation of aldehydes and ketones employing polymethylhydrosiloxane (PMHS) as inexpensive hydrogen donor.

引用

页码：635 / 639

页数：5

共 49 条

[1] Metal-Catalyzed Reduction of HCONR2′, R′ = Me (DMF), Et (DEF), by Silanes to Produce R2′NMe and Disiloxanes: A Mechanism Unraveled [J].

Arias-Ugarte, Renzo ;

Sharma, Hemant K. ;

Morris, Andrew L. C. ;

Pannell, Keith H. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (02) :848-851

[2] Carbon dioxide hydrogenation catalysed by well-defined Mn(I) PNP pincer hydride complexes [J].

Bertini, Federica ;

Glatz, Mathias ;

Gorgas, Nikolaus ;

Stoeger, Berthold ;

Peruzzini, Maurizio ;

Veiros, Luis F. ;

Kirchner, Karl ;

Gonsalvi, Luca .

CHEMICAL SCIENCE, 2017, 8 (07) :5024-5029

[3] Iron Hydride Complexes Bearing Phosphinite-Based Pincer Ligands: Synthesis, Reactivity, and Catalytic Application in Hydrosilylation Reactions [J].

Bhattacharya, Papri ;

Krause, Jeanette A. ;

Guan, Hairong .

ORGANOMETALLICS, 2011, 30 (17) :4720-4729

[4] Transfer Hydrogenation of Carbonyl Derivatives Catalyzed by an Inexpensive Phosphine-Free Manganese Precatalyst [J].

Bruneau-Voisine, Antoine ;

Wang, Ding ;

Dorcet, Vincent ;

Roisnel, Thierry ;

Darcel, Christophe ;

Sortais, Jean-Baptiste .

ORGANIC LETTERS, 2017, 19 (13) :3656-3659

[5] Mono-N-methylation of anilines with methanol catalyzed by a manganese pincer-complex [J].

Bruneau-Voisine, Antoine ;

Wang, Ding ;

Dorcet, Vincent ;

Roisnel, Thierry ;

Darcel, Christophe ;

Sortais, Jean-Baptiste .

JOURNAL OF CATALYSIS, 2017, 347 :57-62

[6]

Bullock R. M, 2010, Catalysis Without Precious Metals

[7]

Calkins H, 2017, J ARRYTHM, V33, P369, DOI 10.1016/j.joa.2017.08.001

[8] An Efficient Catalyst Based on Manganese Salen for Hydrosilylation of Carbonyl Compounds [J].

Chidara, Vamshi K. ;

Du, Guodong .

ORGANOMETALLICS, 2013, 32 (18) :5034-5037

[9] Practical, scalable, high-throughput approaches to η3-pyranyl and η3-pyridinyl organometallic enantiomeric scaffolds using the Achmatowicz reaction [J].

Coombs, Thomas C. ;

Lee, Maurice D., IV ;

Wong, Heilam ;

Armstrong, Matthew ;

Cheng, Bo ;

Chen, Wenyong ;

Moretto, Alessandro F. ;

Liebeskind, Lanny S. .

JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (03) :882-888

[10] Manganese-Catalyzed Multicomponent Synthesis of Pyrimidines from Alcohols and Amidines [J].

Deibl, Nicklas ;

Kempe, Rhett .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (06) :1663-1666

← 1 2 3 4 5 →