A new approach to A,B-difunctionalisation of cyclodextrins using bulky 1,3-bis[bis(aryl)chloromethyl]benzenes as capping reagents
Related Experiment Video
Updated: Aug 16, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Dominique Armspach1, Laurent Poorters, Dominique Matt
1Laboratoire de Chimie Inorganique Moléculaire, Université Louis Pasteur, UMR 7513 CNRS, 1 rue Blaise Pascal, 67008 Strasbourg cedex, France.
Abstract:
1,3-Bis[bis(4-tert-butylphenyl)chloromethyl]benzene and 1,3-bis[bis(4-anisyl)chloromethyl]benzene were employed as regioselective capping reagents for the preparation of C-6A,C-6B-bridged, permethylated alpha- and beta-CD derivatives; isolated yields up to 55% of proximally capped, methylated CDs were obtained, thus opening the way to the straightforward preparation of a wide range of A,B-functionalised CDs. As revealed by a single crystal X-ray diffraction study, the benzene-1,3-bis[bis(4-tert-butylphenyl)methyl] spacer is perfectly suited for A,B-capping of beta-cyclodextrin.
More Related Videos
Related Concept Videos
Intramolecular Claisen Condensation of Dicarboxylic Esters: Dieckmann Cyclization
Cycloaddition Reactions: Overview
Nucleophilic Aromatic Substitution: Elimination–Addition
Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry

