Construction of regulated nanospace around a porphyrin core

Citation
M. Kimura et al., Construction of regulated nanospace around a porphyrin core, J AM CHEM S, 123(24), 2001, pp. 5636-5642
Citations number
78
Categorie Soggetti
Chemistry & Analysis",Chemistry
Journal title
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
ISSN journal
00027863 → ACNP
Volume
123
Issue
24
Year of publication
2001
Pages
5636 - 5642
Database
ISI
SICI code
0002-7863(20010620)123:24<5636:CORNAA>2.0.ZU;2-E
Abstract
A series of 1,3,5-phenylene-based rigid dendritic porphyrins were synthesiz ed by Suzuki coupling between a porphyrin core and dendron units. The intra molecular energy transfer was studied by absorption and fluorescence spectr oscopies. The encapsulation of the porphyrin core within the 1,3,5-phenylen e dendron units was found to provide highly efficient energy transfer from the dendron units to the porphyrin core. The dendritic wedge structure affe cted the energy transfer efficiency. The 1,3,5-phenylene-based rigid dendro n units act as highly efficient light-harvesting antennae. These dendritic porphyrins have also been examined as C-60 hosts and substrate-selective ox idation catalysts. The attachment of the second generation of 1,3,5-phenyle ne-based dendron units with the porphyrin core enabled a stable inclusion o f C60 in toluene. Furthermore, the size and shape of the nanospace in the r igid dendritic porphyrins were found to affect the selectivity of substrate s in the catalytic olefin oxidations.