TY  - JOUR
A1  - Senge, Mathias O.
A1  - Dahms, Katja
A1  - Holdt, Hans-Jürgen
A1  - Kelling, Alexandra
T1  - Porphyrin substituent regiochemistry, conformation and packing - the case of 5,10-diphenylporphyrin
JF  - Zeitschrift für Naturforschung : B, Chemical sciences
N2  - 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 p-p aggregates with very small lateral shifts. Macroscopically, the packing is similar to that of porphyrin sponges of the 5,10,15,20-tetraphenylporphyrin type.
KW  - conformational analysis
KW  - crystal structure
KW  - porphyrins
KW  - tetrapyrroles
Y1  - 2015
U6  - https://doi.org/10.1515/znb-2014-0217
SN  - 0932-0776
SN  - 1865-7117
VL  - 70
IS  - 2
SP  - 119
EP  - 123
PB  - De Gruyter
CY  - Tübingen
ER  -