Issue 86, 2014
From the journal:

RSC Advances

Asymmetric transfer hydrogenation of imines in water/methanol co-solvent system and mechanistic investigation by DFT study†

Vaishali S. Shende,a   Savita K. Shingote,a   Sudhindra H. Deshpande,a   Nishamol Kuriakose,b   Kumar Vanka*b  and  Ashutosh A. Kelkar*a  

* Corresponding authors

a Chemical Engineering and Process Development, National Chemical Laboratory, Pune 411008, India
E-mail: aa.kelkar@ncl.res.in
Fax: +91 20 25902621

b Physical and Materials Chemistry Division, National Chemical Laboratory, Pune 411008, India
E-mail: k.vanka@ncl.res.in
Fax: +91 20 25902636

Abstract

Asymmetric transfer hydrogenation of various cyclic imines proceeded efficiently with water/methanol co-solvent media in 20 min with excellent yields and enantioselectivities by employing Rh–TsDPEN catalyst and sodium formate as a hydrogen donor. The role of the co-solvent in enhanced productivity of the reaction was investigated by DFT. The mechanism for ATH of the imines has been discussed on the basis of the DFT study.

Graphical abstract: Asymmetric transfer hydrogenation of imines in water/methanol co-solvent system and mechanistic investigation by DFT study

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Article information

DOI
https://doi.org/10.1039/C4RA07964G
Article type
Communication
Submitted
01 Aug 2014
Accepted
05 Sep 2014
First published
08 Sep 2014

RSC Adv., 2014,4, 46351-46356

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Asymmetric transfer hydrogenation of imines in water/methanol co-solvent system and mechanistic investigation by DFT study

V. S. Shende, S. K. Shingote, S. H. Deshpande, N. Kuriakose, K. Vanka and A. A. Kelkar, RSC Adv., 2014, 4, 46351 DOI: 10.1039/C4RA07964G

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