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Investigating ionic effects applied to water based organocatalysed aldol reactions.

Abstract：

:Saturated aqueous solutions of various common salts were examined for their effect on aqueous aldol reactions catalysted by a highly active C(2)-symmetric diprolinamide organocatalyst developed in our laboratory. With respect to the aldol reaction between cyclohexanone and 4-nitrobenzaldehyde, deionised water was always a superior medium to salt solutions though some correlation to increasing anion size and depression in enantiomeric excess could be observed. Additionally, the complete inhibition of catalyst activity observed when employing tap water could be alleviated by the inclusion of ethylenediaminetetraacetate (EDTA) into the aqueous media prior to reaction initiation. Extension of these reaction conditions demonstrated that these ionic effects vary on a case-to-case basis depending on the ketone/aldehyde combination.

journal_name

Int J Mol Sci

journal_title

International journal of molecular sciences

authors

Delaney JP,Henderson LC

doi

10.3390/ijms12129083

subject

Has Abstract

pub_date

2011-01-01 00:00:00

pages

9083-94

issue

12

issn

1422-0067

pii

ijms-12-09083

journal_volume

12

pub_type

杂志文章

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