Synthesis and Self-Organization of Zinc β-(Dialkoxyphosphoryl)porphyrins in the Solid State and in Solution (pages 15092–15104)
Ekaterina V. Vinogradova, Dr. Yulia Y. Enakieva, Prof. Sergey E. Nefedov, Dr. Kirill P. Birin, Prof. Aslan Y. Tsivadze, Prof. Yulia G. Gorbunova, Dr. Alla G. Bessmertnykh Lemeune, Dr. Christine Stern and Prof. Roger Guilard
Article first published online: 5 OCT 2012 | DOI: 10.1002/chem.201202596
Metal-mediated CP bond-forming reactions were successfully applied to the synthesis of β-(dialkoxyphosphoryl)porphyrins for the first time. An unusual one-pot sequence involving consecutive reduction and phosphorylation of H2TPPBr4 (TPP=tetraphenylporphyrin) led to the formation of bis(dialkoxy)phosphorylporphyrins in good yields (see figure). According to X-ray studies, the zinc β-phosphorylporphyrinate complexes exist as cofacial dimers in the solid state.