Premium
Synthesis and Characterization of Push‐Pull Porphyrins
Author(s) -
Chen ChinTi,
Hsieh Shih Jung
Publication year - 1997
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.199700005
Subject(s) - chemistry , intramolecular force , solvatochromism , proton nmr , acceptor , pyrrole , photochemistry , nitro , porphyrin , carbon 13 nmr , resonance (particle physics) , stereochemistry , organic chemistry , molecule , physics , alkyl , particle physics , condensed matter physics
A series of “push‐pull” porphyrins with 4‐nitrophenyl and 4‐aminophenyl substituents were synthesized and separated by flash column chromatographic techniques. They were fully characterized by elemental analysis, FAB‐MS, FTIR, UV‐visible, and 1 H NMR spectroscopies. The unsymmetrical π‐electron distribution of the porphyrins caused by the donor (amino) and acceptor (nitro) substituents were investigated by 1 H NMR technique. The pyrrole‐H resonance positions can be correlated to the Hammett σ constants of the substituents. Although with strong donor and acceptor substituents, UV‐visible spectra show the push‐pull porphyrins have rather weak solvatochromism and hence limited intramolecular charge‐transfer character.