
TY  - JOUR
A1  - Atkinson, EJ 
A1  - Brophy, JJ 
A1  - Clezy, PS 
T1  - The Chemistry of Pyrrolic Compounds. LXII. The Oxidative Cyclization of Bilenes-b: Identification of the Expelled Carbon Fragment
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1990
VL  - 43
IS  - 2
SP  - 383
EP  - 391
KW  - 
UR  - https://doi.org/10.1071/CH9900383 
N2  - Oxidative cyclization of the 1,19-dibenzylbilene-b salt (12) with copper(II) acetate in acetic acid/methanol yielded the expected meso-phenylporphyrin (13). Careful examination of the by-products by g.l.c./m.s , revealed the presence of benzyl acetate, indicating the fragment excluded was lost at the alcohol oxidation level. When trifluoroacetic acid was present in the cyclization mixture benzyl trifluoroacetate was the only fragment identified. Heating the meso-phenylporphyrin (13) yielded the cyclic ketonic  porphyrin derivative (14). 
ER  -

