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Updated: Feb 6, 2026

From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding
Published on: March 24, 2018
Dihalohydration of Alkynols: A Versatile Approach to Diverse Halogenated Molecules
Samantha M Gibson1, Jarryl M D'Oyley1, Joe I Higham1
1Christopher Ingold Laboratories University College London 20 Gordon St, London WC1H 0AJ UK.
Abstract:
In this paper we outline how dihalohydration reactions of propargylic alcohols can be used to access a wide variety of useful halogenated building blocks. A novel procedure for dibromohydration of alkynes has been developed, and a selection of dichloro and dibromo diols and cyclic ethers were synthesized. The dihalohydration of homo-propargylic alcohols provides a useful route to 3-halofurans, which were shown to readily undergo cycloaddition reactions under mild conditions. Finally, a novel ring expansion of propargylic alcohols containing a cyclopropylalkyne provides access to halogenated alkenylcyclobutanes.
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