A new hexaaza bicyclic cyclophane with dual binding sites

Arunachalam, M. ; Ravikumar, I. ; Ghosh, Pradyut (2008) A new hexaaza bicyclic cyclophane with dual binding sites Journal of Organic Chemistry, 73 (22). pp. 9144-9147. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo801762b

Related URL: http://dx.doi.org/10.1021/jo801762b


A new C3-symmetric drum-shaped homoditopic haxaamino bicyclic cyclophane and its hexachloride and hexaiodide complexes have been synthesized and characterized and dual recognition of guests has been demonstrated. Single-crystal X-ray analysis illustrates that bicyclic cyclophane has a cavity and side pockets for acetone molecules. The hexaprotonated state of this bicycle shows encapsulation of an iodide inside its cavity, and in hexachloride complex, chloride is recognized as Cl-···H2O in each of the three side pockets which are in extensive hydrogen bonding interactions with the water and chlorides. 1H NMR experiments have also been carried out on hexatosylated cyclophane with the halides to study solution state binding.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:102124
Deposited On:23 Jan 2017 05:49
Last Modified:23 Jan 2017 05:49

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