ja2056566_si_004.cif (56.04 kB)

Planar Subporphyrin Borenium Cations

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posted on 10.08.2011 by Eiji Tsurumaki, Shin-ya Hayashi, Fook S. Tham, Christopher A. Reed, Atsuhiro Osuka
Subporphyrin borenium cations with a carborane counterion have been prepared by treatment of B-methoxy subporphyrins with the silylium reagent Et3Si(CH6B11Br6). In contrast to the distinctly domed subphthalocyanine borenium cation, a nearly planar structure with sp2 hybridized boron is found in the X-ray structure of the triphenylsubporphyrin borenium cation. The cations exhibit absorption and fluorescence spectra that are quite similar to those of B-methoxy subporphyrins. B-phenyl subporphyrins were prepared in good yield by reaction of subporphyrin borenium cations with phenyllithium.