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J Am Chem Soc. 2018 Mar 21;140(11):4028-4034. doi: 10.1021/jacs.7b13024. Epub 2018 Mar 7.

Hexadecaphyrin-( A Dual Site Ligand That Supports Thermal Conformational Changes.

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Department of Chemistry , The University of Texas at Austin , 105 East 24th Street, Stop A5300 , Austin , Texas 78712-1224 , United States.
Department of Chemistry and Spectroscopy Laboratory for Functional π-Electronic Systems , Yonsei University , Seoul 03722 , Korea.


A new expanded porphyrin, hexadecaphyrin-(, is reported. It was obtained via the condensation of a hexapyrrolic derivative prepared in turn from a bipyrrole dialdehyde and a stable quaterpyrrole precursor. This hexadecaphyrin contains eight direct α-pyrrole-to-α-pyrrole linkages in its structure. It supports the formation of bimetallic complexes of both zinc and cobalt that are characterized by different conformational structures. Furthermore, a mixed zinc/cobalt macrocycle has been prepared. The cobalt bimetallic complex shows two stable conformations with the same oxidation state that are in equilibrium. All compounds have been characterized by common spectroscopic means, and single crystal X-ray diffraction structures were obtained for all macrocyclic compounds. DFT calculations and transient absorption spectra were used to study the electronic features of the complexes and the effect of conformational changes. This system shows promise as an accumulated heat sensor.


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