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- Title
Porphyrin substituent regiochemistry, conformation and packing – the case of 5,10-diphenylporphyrin.
- Authors
Senge, Mathias O.; Dahms, Katja; Holdt, Hans-Jürgen; Kelling, Alexandra
- Abstract
5,10-Disubstituted porphyrins are more recent additions to the family of meso-substituted porphyrins. A crystallographic comparison of 5,10-diphenylporphyrin with the regioisomeric 5,15-disubstituted system reveals striking differences in their conformation. In the free base porphyrins the former uses mainly out-of-plane distortion to alleviate steric strain while in-plane core elongation predominates in the latter. In contrast, the structure of the Cu(II) complex is planar and forms strong π-π aggregates with very small lateral shifts. Macroscopically, the packing is similar to that of porphyrin sponges of the 5,10,15,20-tetraphenylporphyrin type.
- Subjects
PORPHYRINS; DIPHENYL; TETRAPYRROLES; MACROCYCLIC compounds; MOLECULES
- Publication
Zeitschrift für Naturforschung B: A Journal of Chemical Sciences, 2015, Vol 70, Issue 2, p119
- ISSN
0932-0776
- Publication type
Article
- DOI
10.1515/znb-2014-0217