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Short Paper | Special issue | Vol 90, No. 2, 2015, pp.1396-1404
Published online, 8th September, 2014
DOI: 10.3987/COM-14-S(K)98
Synthesis of Intermediary P3 Phosphazenium Framework and Its Derivatization to Chiral Cationic Macrocycles Including Two P3 Phosphazenium Units with Hydrogen Bond Donor Sites

Masahiro Terada,* Kengo Goto, Takashi Ikehara, and Azusa Kondoh

*Department of Chemistry, Graduate School of Science, Tohoku University, Aramaki, Aoba-ku, sendai 980-8578, Japan


A new synthetic route to key intermediary phosphonium possessing a P3 phosphazene framework was developed. The reaction of the obtained intermediary phosphonium with chiral diamine, (1S,2S)-1,2-diphenyl-1,2-ethanediamine, resulted in the formation of 18-membered macrocyclic bisphosphazenium, the structure of which was verified by single-crystal X-ray diffraction analysis. The macrocyclic bisphosphazenium showed potential application as a chiral anion receptor and a chiral template in asymmetric catalysis.