Cyclotriveratrylene-Containing Porphyrins

The C 3-symmetric cyclotriveratrylene (CTV) was covalently bonded via click chemistry to 1, 2, 3, and 6 zinc­(II) porphyrin units to various host for C60. The binding constants, K a, were measured from the quenching of the porphyrin fluorescence by C60. These constants vary between 400 and 4000 M–1...

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Bibliographic Details
Published in:Inorganic chemistry 2016-09, Vol.55 (18), p.9230-9239
Main Authors: Deschamps, Jude, Langlois, Adam, Martin, Gaël, Bucher, Léo, Desbois, Nicolas, Gros, Claude P, Harvey, Pierre D
Format: Article
Language:English
Subjects:
Chemical Sciences
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Summary:The C 3-symmetric cyclotriveratrylene (CTV) was covalently bonded via click chemistry to 1, 2, 3, and 6 zinc­(II) porphyrin units to various host for C60. The binding constants, K a, were measured from the quenching of the porphyrin fluorescence by C60. These constants vary between 400 and 4000 M–1 and are considered weak. Computer modeling demonstrated that the zinc­(II) porphyrin units, [Zn], exhibit a strong tendency to occupy the CTV cavity, hence blocking the access for C60 to land on this site. Instead, the pincer of the type [Zn]---[Zn] and in one case [Zn]---CTV, were found to be the most probable geometry to promote host–guest associations in these systems.
ISSN:0020-1669
1520-510X
DOI:10.1021/acs.inorgchem.6b01261