Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/33317
Title: Further insight into aryl nitration of tetraphenylporphyrin
Authors: Xue, Z
Lee, PPS
Wang, Y
Kwong, DWJ
Li, J
Xin, JH 
Wong, WK 
Cheuk, KKL 
Keywords: 5,10,15,20-Tetrakis(4-nitrophenyl)-21H,23H-porphyrin
Nitration
Porphyrin functionalization
Porphyrin synthesis
Tetra-meso-phenylporphyrin
Issue Date: 2011
Publisher: Pergamon Press
Source: Tetrahedron, 2011, v. 67, no. 33, p. 6030-6035 How to cite?
Journal: Tetrahedron 
Abstract: We report an in-depth study on meso-aryl nitration of tetraphenylporphyrin. In contrast to previous studies, new evidence reveals that tetrakis(p- nitrophenyl) derivative can be obtained as a major product. Successful isolation of the barely soluble product toward a remarkable yield of nearly 90% has been reached by means of a solid phase extraction technique. Distribution of different nitro-porphyrin components is reassessed with respect to varying acid content in the reactions. An ortho-effect model is proposed to describe the formation mechanism.
URI: http://hdl.handle.net/10397/33317
ISSN: 0040-4020
DOI: 10.1016/j.tet.2011.06.031
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