A comparison between zeolites and crystalline state as reaction media: asymmetric induction during photocyclization of α-mesitylacetophenones to 2-indanols

Natarajan, Arunkumar ; Ramamurthy, V. ; Mague, Joel T. (2006) A comparison between zeolites and crystalline state as reaction media: asymmetric induction during photocyclization of α-mesitylacetophenones to 2-indanols Molecular Crystals and Liquid Crystals, 456 . pp. 71-84. ISSN 1542-1406

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Related URL: http://dx.doi.org/10.1080/15421400600786355

Abstract

The effectiveness of chiral auxiliaries in inducing diastereoselectivity during photocyclization of ten differnt -mesitylacetophenones to 2-indanols in crystalline state and as zeolite inclusion complexes has been examined. In the systems examined the chiral auxiliary functioned better within zeolites than in crystals. Crystal structure analysis of three α-mesitylacetophenones revealed that the low chiral induction in the crystalline state is either due to the presence of conformational isomerism in the reactant part of the molecule or the absence of communication between the chiral auxiliary and the reactant part of the ketone.

Item Type:Article
Source:Copyright of this article belongs to Taylor and Francis Group.
ID Code:55900
Deposited On:19 Aug 2011 07:48
Last Modified:19 Aug 2011 07:48

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