Synthesis 2019; 51(23): 4408-4416
DOI: 10.1055/s-0037-1611886
special topic
© Georg Thieme Verlag Stuttgart · New York

Willgerodt-Type Dichloro(aryl)-λ3-Iodanes: A Structural Study

Jérôme C. Sarie
,
Jessica Neufeld
,
Constantin G. Daniliuc
,
We acknowledge generous financial support from Westfälische Wilhelms­-Universität Münster.
Further Information

Publication History

Received: 04 June 2019

Accepted after revision: 25 June 2019

Publication Date:
09 July 2019 (online)

Published as part of the Special Topic Halogenation methods (with a view towards radioimaging applications)

Abstract

Crystallographic structural analysis of four electronically diverse Willgerodt-type reagents is disclosed together with a solution-phase NMR analysis. These data reveal a plethora of intermolecular non-covalent interactions and confirm the expected T-shape geometry of the reagents. In all cases the I–Cl bonds are orthogonal to the plane of the aryl ring. This study provides important structural insights into this venerable class of dichlorination reagent and has implications for crystal engineering.

Supporting Information

 
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