X. Zhou et Ks. Chan, SYNTHESIS OF BETA-LINKED DIPORPHYRINS AND THEIR HOMOBIMETALLIC AND HETEROBIMETALLIC COMPLEXES, Journal of organic chemistry, 63(1), 1998, pp. 99-104
beta-Meta-and -para-linked diporphyrins have been synthesized from two
complementary routes using Suzuki cross-coupling and Adler condensati
on. Porphyrin boronate 6 cross couples with beta-monobromoporphyrin 2
to give unsymmetrically substituted porphyrin dimer 7c in high yield,
and Adler condensation of beta-formylphenyltetraphenylporphyrins 9b,c
with aryl aldehydes yields electronically tunable diporphyrins 7a-e. T
he home-and hetero-bimetallic complexes 11a-c have been synthesized. S
elective mono-metalation with zinc acetate at the beta-substituted sit
e has been found for 7a. The Zn-Co diporphyrin complex 11c undergoes s
trong emission quenching compared to that of the diporphyrin 11a and d
izinc diporphyrin 11b.