Dr. Miyake, H., Assoc Prof Sasamori, T. and Prof Tokitoh, N. ”Synthesis and Properties of 4,5,6-Triphospha[3]radialene” (Published in “Angewandte Chemie International Edition” 22 February 2012)

Synthesis and Properties of 4,5,6-Triphospha[3]radialene

 

Published in “Angew. Chem. Int. Ed.“(Online Publication, February 22, 2012), Introduced in Chemical & Engineering News.

 

Dr. Miyake, H., Assoc Prof Sasamori, T. and Prof Tokitoh, N.
(Organoelement Chemistry, Division of Synthetic Chemistry )

Assoc Prof. Sasamori , T., Dr. Miyake, H., and Prof. Tokitoh, N.(from left)

Radialenes are a unique class of unsaturated hydrocarbons and have attracted much attention from the viewpoint of their electronic structures of cross-π–el­ect­ron-conjugation. On the other hand, there has been much interest in the chemistry of P=C double-bond compounds because of their unique electronic characters. Therefore, we became interested in the chemistry of a triphospha[3]radialene, where the three exo-carbon atoms of a [3]radialene skeleton are replaced by phosphorus atoms. The first stable 4,5,6-triphospha[3]radialene 3 was successfully synthesized from tetrachlorocyclopropene 1 via phosphatriafulvene 2. It was revealed that triphospha[3]radialene 3 exhibits red-shifted absorption and high electron-accepting ability reflecting unique phosphorus-containing cross-conjugated skeleton.

Miyake, H.; Sasamori, T.; Tokitoh, N., Synthesis and Properties of 4,5,6-Triphospha[3]radialene,Angew. Chem. Int. Ed., (15, issue 14, 3458–3461)(2012).