Chemical Communications 2014-06-14

Activation of a carbonyl compound by halogen bonding.

Stefan H Jungbauer, Sebastian M Walter, Severin Schindler, Laxmidhar Rout, Florian Kniep, Stefan M Huber

Index: Chem. Commun. (Camb.) 50(47) , 6281-4, (2014)

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Abstract

Using a prototypical Diels-Alder reaction as benchmark, we show that dicationic halogen-bond donors are capable of activating a neutral organic substrate. By various comparison experiments, the action of traces of acid or of other structural features of the halogen-bond donor not related to halogen bonding are excluded with high certainty.