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Saddle distortion of a sterically unhindered porphyrin ring in a copper porphyrin with electron-donating substituents

Title
Saddle distortion of a sterically unhindered porphyrin ring in a copper porphyrin with electron-donating substituents
Authors
Chen W.El-Khouly M.E.Fukuzumi S.
Ewha Authors
Shunichi Fukuzumi
SCOPUS Author ID
Shunichi Fukuzumiscopus
Issue Date
2011
Journal Title
Inorganic Chemistry
ISSN
0020-1669JCR Link
Citation
vol. 50, no. 2, pp. 671 - 678
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
Two crystalline porphyrins, CuT(4′-OMePh)P (1) and H 2T(4′-OMePh)P (2) (T(4′-OMePh)P2- = 5, 10, 15,20-tetrakis(4-methoxyphenyl)-21H,23H-porphyrin dianion), have been synthesized and characterized by a single-crystal X-ray diffraction. Compound 1 is crystallized in the orthorhombic system with a space group of Pna2 1, but compound 2 is crystallized in the monoclinic system with a space group of P2/c. Compound 1 is characterized as an isolated structure with a saddle-distorted nonplanar porphyrin macrocycle and an embedded cupric ion coordinating to four pyrrole nitrogen atoms. Nonmetalated compound 2 also displays an isolated structure, but the macrocycle of porphyrin is close to a perfect plane. The molecules in 2 are interconnected through five C-HA·A·A·π hydrogen bonding interactions to yield a 3-D supramolecular network. However, the molecules in 1 are interlinked via five C-HA·A·A·π interactions and two C- HA·A·A·O hydrogen bonding interactions to yield a more complex 3-D supramolecular motif. The two more C-HA·A·A·O hydrogen bonding interactions are attributed to the distortion of porphyrin macrocycle, resulting from the metalation. The metalation brought changes not only in the crystal structures and supramolecular motifs but also in the properties. The photophysical and redox properties of 1 and 2 in solution have also been studied by steady-state absorption and fluorescence, cyclic voltammetry, fluorescence lifetime and nanosecond transient absorption techniques. © 2010 American Chemical Society.
DOI
10.1021/ic102208y
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자연과학대학 > 화학·나노과학전공 > Journal papers
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