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Chemical Transformations and Photophysical Properties of meso ‐Tetrathienyl‐Substituted Porphyrin Derivatives
Author(s) -
Betoni Momo Patrícia,
Pavani Christiane,
Baptista Mauricio S.,
Brocksom Timothy John,
Thiago de Oliveira Kleber
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201402227
Subject(s) - nitration , chemistry , porphyrin , metalation , trifluoroacetic acid , cycloaddition , tetra , photochemistry , combinatorial chemistry , nitro , trifluoroacetic anhydride , organic chemistry , medicinal chemistry , catalysis , alkyl
Abstract The chemistry of meso ‐tetrathienyl‐substituted porphyrin derivatives was explored, including synthesis and subsequent metalation, nitration and 1,3‐dipolar cycloaddition reactions. Mono ‐ and tetra ‐nitro‐ meso ‐tetrathienylporphyrins were prepared selectively under mild nitration conditions with NaNO 2 and trifluoroacetic acid, and the corresponding chlorins and bacteriochlorins were also obtained by reaction with 1,3‐dipoles. The products were characterized in detail and their preliminary photophysical properties were evaluated.