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A molecular-clip-based approach to cofacial zinc-porphyrin complexes

Authors
Kim, DuckhyunLee, SewonGao, GuohuaKang, Hong SeokKo, Jaejung
Issue Date
1-Jan-2010
Publisher
ELSEVIER SCIENCE SA
Keywords
Molecular clip; Porphyrin; Rigid spacer; Self-assembly
Citation
JOURNAL OF ORGANOMETALLIC CHEMISTRY, v.695, no.1, pp.111 - 119
Indexed
SCIE
SCOPUS
Journal Title
JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume
695
Number
1
Start Page
111
End Page
119
URI
https://scholar.korea.ac.kr/handle/2021.sw.korea/117179
DOI
10.1016/j.jorganchem.2009.09.035
ISSN
0022-328X
Abstract
We have synthesized molecular-clip-based cofacial zinc-porphyrin complexes. The complexes are shown to be new efficient receptors for the complexation of 1,4-diazabicyclo[2,2,2] octane, acridinium ions, 1,4,5,8-naphthalene tetracarboxylic dianhydride (NTDA) and 1,2,4,5-benzenetetracarboxylic dianhydride (BTDA). Large binding constants (K-asso) in the range of 2.0 x 10(4)-1.1 x 10(8) M (1) were obtained for the 1:1 complexes of molecular tweezers (3) and rectangle (8) by inserting the hosts between the two porphyrin rings. The values of K and the spectroscopic results suggest that 3 and 8 serve as effective building blocks to capture the hosts. Semi-empirical calculations show that the guests position themselves within the cleft of the bis-porphyrins. (C) 2009 Elsevier B. V. All rights reserved.
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