Synthesis and NMR binding studies towards rational design of a series of electron-withdrawing diamide receptors/organocatalysts

Kinsella, Michael and Duggan, Patrick G. and Muldoon, Jimmy and Eccles, Kevin S. and Lawrence, Simon E. and Lennon, Claire M. (2011) Synthesis and NMR binding studies towards rational design of a series of electron-withdrawing diamide receptors/organocatalysts. European Journal of Organic Chemistry (6). pp. 1125-1132. ISSN 1434-193X

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Abstract

A related series of bisamides have been evaluated for rational correlation between anion complexation and organocatalysis: remarkable enhancement of hydrogen bonding to anions was observed along with significant increases in catalytic activity in the Baylis-Hillman reaction. In addition, X-ray crystallography showed a large degree of pre-organisation was observed in one receptor by incorporation of bis(trifluoromethyl)aniline groups along with a thioamide functionality. A novel bifunctional amide/N-acylsulfonamide within the series gave the best catalytic profile.

Item Type:	Article
Uncontrolled Keywords:	/dk/atira/pure/subjectarea/asjc/1600/1606
Departments or Groups:
Depositing User:	Admin SSL
Date Deposited:	19 Oct 2022 23:06
Last Modified:	07 Jun 2023 18:44
URI:	http://repository-testing.wit.ie/id/eprint/4100

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