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RESEARCH PRODUCT
Cyclotriveratrylene-Containing Porphyrins
Gaël MartinNicolas DesboisClaude P. GrosJude DeschampsLéo BucherLéo BucherAdam LangloisPierre D. Harveysubject
cagesStereochemistrychemistry.chemical_elementCyclotriveratryleneZinc010402 general chemistry01 natural sciences[ CHIM ] Chemical Sciencessupramolecular chemistrydendrimersInorganic Chemistrychemistry.chemical_compoundc-60[CHIM]Chemical SciencesmoleculesctvPhysical and Theoretical Chemistryinclusion complexesQuenching (fluorescence)010405 organic chemistryfullereneFluorescencePorphyrin0104 chemical sciencesPincer movementCrystallographychemistryCovalent bondClick chemistryderivativeshostsdescription
International audience; 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 C-60. The binding constants, Ka, were measured from the quenching of the porphyrin fluorescence by C-60. 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 C-60 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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2016-09-07 |