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Molecules 2015, 20(9), 15500-15524;

Experimental and Theoretical Studies in Hydrogen-Bonding Organocatalysis

Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University in Bratislava, Mlynská dolina, Ilkovičova 6, Bratislava SK-842 15, Slovakia
Author to whom correspondence should be addressed.
Academic Editor: Raquel Herrera
Received: 31 July 2015 / Revised: 14 August 2015 / Accepted: 17 August 2015 / Published: 26 August 2015
(This article belongs to the Collection Recent Advances in Organocatalysis)
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Chiral thioureas and squaramides are among the most prominent hydrogen-bond bifunctional organocatalysts now extensively used for various transformations, including aldol, Michael, Mannich and Diels-Alder reactions. More importantly, the experimental and computational study of the mode of activation has begun to attract considerable attention. Various experimental, spectroscopic and calculation methods are now frequently used, often as an integrated approach, to establish the reaction mechanism, the mode of activation or explain the stereochemical outcome of the reaction. This article comprises several case studies, sorted according to the method used in their study. The aim of this review is to give the investigators an overview of the methods currently utilized for mechanistic investigations in hydrogen-bonding organocatalysis. View Full-Text
Keywords: organocatalysis; hydrogen bonding; thiourea; squaramide; experimental and computational studies; reaction mechanisms organocatalysis; hydrogen bonding; thiourea; squaramide; experimental and computational studies; reaction mechanisms

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Žabka, M.; Šebesta, R. Experimental and Theoretical Studies in Hydrogen-Bonding Organocatalysis. Molecules 2015, 20, 15500-15524.

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