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Chloride-anion-templated synthesis of a strapped-porphyrin-containing catenane host system


Brown, A and Langton, MJ and Kilah, NL and Thompson, AL and Beer, PD, Chloride-anion-templated synthesis of a strapped-porphyrin-containing catenane host system, Chemistry: A European Journal, 21, (49) pp. 17664-17675. ISSN 0947-6539 (2015) [Refereed Article]


Copyright Statement

Copyright 2015 The Authors This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. (Neither article nor website says which CC license is used.)

DOI: doi:10.1002/chem.201502721


The synthesis, structure and anion-recognition properties of a new strapped-porphyrin-containing [2]catenane anion host system are described. The assembly of the catenane is directed by discrete chloride anion templation acting in synergy with secondary aromatic donor–acceptor and coordinative pyridine–zinc interactions. The [2]catenane incorporates a three-dimensional, hydrogen-bond-donating anion-binding pocket; solid-state structural analysis of the catenane⋅chloride complex reveals that the chloride anion is encapsulated within the catenane’s interlocked binding cavity through six convergent CH⋅⋅⋅⋅Cl and NH⋅⋅⋅Cl hydrogen-bonding interactions and solution-phase 1H NMR titration experiments demonstrate that this complementary hydrogen-bonding arrangement facilitates the selective recognition of chloride over larger halide anions in DMSO solution.

Item Details

Item Type:Refereed Article
Keywords:anion binding, catenanes, porphyrins, self- assembly, supramolecular chemistry
Research Division:Chemical Sciences
Research Group:Inorganic chemistry
Research Field:Transition metal chemistry
Objective Division:Expanding Knowledge
Objective Group:Expanding knowledge
Objective Field:Expanding knowledge in the chemical sciences
UTAS Author:Kilah, NL (Dr Nathan Kilah)
ID Code:104903
Year Published:2015
Web of Science® Times Cited:18
Deposited By:Chemistry
Deposited On:2015-11-25
Last Modified:2017-10-25
Downloads:204 View Download Statistics

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