Literature DB >> 35522145

Silyl formates as hydrosilane surrogates for the transfer hydrosilylation of ketones.

R Martin Romero1, Neethu Thyagarajan1, Nora Hellou1, Clément Chauvier1, Timothé Godou1, Lucile Anthore-Dalion1, Thibault Cantat1.   

Abstract

A transfer hydrosilylation of ketones employing silyl formates as hydrosilane surrogates under mild conditions is presented. A total of 24 examples of ketones have been successfully converted to their corresponding silyl ethers with 61-99% yields in the presence of a PNHP-based ruthenium catalyst and silyl formate reagent. The crucial role of the ligand for the transformation is demonstrated.

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Year:  2022        PMID: 35522145      PMCID: PMC9476892          DOI: 10.1039/d2cc00666a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.065


  24 in total

1.  Silylated Cyclohexadienes: New Alternatives to Tributyltin Hydride in Free Radical Chemistry We are grateful to Prof. Dr. Dieter Seebach for generous financial support and to Prof. Dr. Erick M. Carreira for helpful discussions during the preparation of the manuscript. We also thank the Swiss Science National Foundation (2100-055280.98/1) for funding our work.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-09-01       Impact factor: 15.336

Review 2.  Towards Sustainable Production of Formic Acid.

Authors:  Dmitri A Bulushev; Julian R H Ross
Journal:  ChemSusChem       Date:  2018-02-08       Impact factor: 8.928

3.  3-Silylated cyclohexa-1,4-dienes as precursors for gaseous hydrosilanes: the B(C6 F5)3-catalyzed transfer hydrosilylation of alkenes.

Authors:  Antoine Simonneau; Martin Oestreich
Journal:  Angew Chem Int Ed Engl       Date:  2013-09-17       Impact factor: 15.336

4.  Iron-based catalysts for the hydrogenation of esters to alcohols.

Authors:  Sumit Chakraborty; Huiguang Dai; Papri Bhattacharya; Neil T Fairweather; Michael S Gibson; Jeanette A Krause; Hairong Guan
Journal:  J Am Chem Soc       Date:  2014-05-22       Impact factor: 15.419

5.  Catalytic hydrogenation of cyclic carbonates: a practical approach from CO2 and epoxides to methanol and diols.

Authors:  Zhaobin Han; Liangce Rong; Jiang Wu; Lei Zhang; Zheng Wang; Kuiling Ding
Journal:  Angew Chem Int Ed Engl       Date:  2012-11-14       Impact factor: 15.336

6.  Carbon dioxide hydrosilylation promoted by cobalt pincer complexes.

Authors:  Margaret L Scheuermann; Scott P Semproni; Iraklis Pappas; Paul J Chirik
Journal:  Inorg Chem       Date:  2014-08-29       Impact factor: 5.165

7.  Practical selective hydrogenation of α-fluorinated esters with bifunctional pincer-type ruthenium(II) catalysts leading to fluorinated alcohols or fluoral hemiacetals.

Authors:  Takashi Otsuka; Akihiro Ishii; Pavel A Dub; Takao Ikariya
Journal:  J Am Chem Soc       Date:  2013-06-19       Impact factor: 15.419

8.  Hydrogenation of esters to alcohols with a well-defined iron complex.

Authors:  Svenja Werkmeister; Kathrin Junge; Bianca Wendt; Elisabetta Alberico; Haijun Jiao; Wolfgang Baumann; Henrik Junge; Fabrice Gallou; Matthias Beller
Journal:  Angew Chem Int Ed Engl       Date:  2014-05-30       Impact factor: 15.336

9.  Efficient and selective hydrogenation of amides to alcohols and amines using a well-defined manganese-PNN pincer complex.

Authors:  Veronica Papa; Jose R Cabrero-Antonino; Elisabetta Alberico; Anke Spanneberg; Kathrin Junge; Henrik Junge; Matthias Beller
Journal:  Chem Sci       Date:  2017-03-08       Impact factor: 9.825

10.  Direct synthesis of formic acid from carbon dioxide by hydrogenation in acidic media.

Authors:  Séverine Moret; Paul J Dyson; Gábor Laurenczy
Journal:  Nat Commun       Date:  2014-06-02       Impact factor: 14.919

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