Counteranion driven homochiral assembly of a cationic C-3-symmetric gelator through ion-pair assisted hydrogen bond
Title | Counteranion driven homochiral assembly of a cationic C-3-symmetric gelator through ion-pair assisted hydrogen bond |
Publication Type | Journal Article |
Year of Publication | 2016 |
Authors | Maity, A, Gangopadhyay, M, Basu, A, Aute, S, Babu, SSanthosh, Das, A |
Journal | Journal of the American Chemical Society |
Volume | 138 |
Issue | 35 |
Pagination | 11113-11116 |
Date Published | SEP |
Type of Article | Article |
ISSN | 0002-7863 |
Abstract | The helical handedness in achiral self-assemblies is mostly complex due to spontaneous symmetry breaking or kinetically controlled random assembly formation. Here an attempt has been made to address this issue through chiral anion exchange. A new class of cationic achiral C-3-symmetric gelator devoid of any conventional gelation assisting functional units is found to form both right-and left-handed helical structures. A chiral counteranion exchange-assisted approach is successfully introduced to control the chirality sign and thereby to obtain preferred homochiral assemblies. Formation of anion-assisted chiral assembly was confirmed by circular dichroism (CD) spectroscopy, microscopic images, and crystal structure. The X-ray crystal structure reveals the construction of helical assemblies with opposite handedness for (+)- and (-)-chiral anion reformed gelators. The appropriate counteranion driven ion-pair-assisted hydrogen-bonding interactions are found responsible for the helical bias control in this C-3-symmetric gelator. |
DOI | 10.1021/jacs.6b06312 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 13.038 |
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