Unlocking the Mysteries Behind the Synthesis of the “Pigments of Life”
～ Calixpyrrole has finally been captured ~
- First successful synthesis of calixpyrrole, an unexplored compound.
- Discovering a ring expansion reaction induced by strain.
- Unlocking a century-old mystery related to the formation of porphyrin rings, which are called the “pigments of life”.
Inokuma group devised a unique synthetic route for calixpyrrole using a compound called a “carbonyl rope” and achieved the first synthesis of calixpyrrole. Furthermore, the group elucidated unusual reactivity of the obtained calixpyrrole under acidic conditions which are commonly used for porphyrin synthesis.
Fig. Synthesis of calixpyrrole, which solved the mystery of porphyrin macrocyclization.
Calixpyrrole: A missing link in porphyrin-related chemistry
Y. Inaba, Y. Nomata, Y. Ide, J. Pirillo, Y. Hijikata, T. Yoneda, A. Osuka, J. L. Sessler, Y. Inokuma
Journal of the American Chemical Society