Synthesis of a new cylindrical calix[4]arene-calix[4]pyrrole pseudo dimer

Gale, Philip A., Sessler, Jonathan L., Lynch, Vincent and Sansom, Petra I. (1996) Synthesis of a new cylindrical calix[4]arene-calix[4]pyrrole pseudo dimer. Tetrahedron Letters, 37, (44), 7881-7884. (doi:10.1016/0040-4039(96)01805-9).


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The synthesis of a new calixarene-capped calixpyrrole 2 has been achieved using p-tert-butylcalix[4]arene tetramethyl ketone 1 as a template. Using this approach, the stereochemistry at the calixpyrrole meso-carbons is automatically defined. The X-ray crystal structure of 2 has been elucidated and reveals hydrogen bonding between the pyrrole NH groups and the oxygens at the lower rim of the calixarene. NMR studies confirm the importance of these interactions in solution.

Item Type: Article
Digital Object Identifier (DOI): doi:10.1016/0040-4039(96)01805-9
ISSNs: 0040-4039 (print)
0040-4039 (electronic)
Subjects: Q Science > QD Chemistry
Divisions : Faculty of Natural and Environmental Sciences > Chemistry > Organic Chemistry: Synthesis, Catalysis and Flow
ePrint ID: 337255
Accepted Date and Publication Date:
28 October 1996Published
Date Deposited: 20 Apr 2012 13:20
Last Modified: 31 Mar 2016 14:26

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