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Short Paper | Regular issue | Vol 102, No. 12, 2021, pp.2363-2371
Published online, 28th September, 2021
DOI: 10.3987/COM-21-14540
Efficient Synthesis of Cyclotriphosphazene Tripodal Tridentate Ligand via the Copper(I)-Template Method

Kazumasa Kajiyama,* Junpei Iwanami, and Hidetaka Yuge

*Division of Molecular Sciences, Graduate School of Science, Kitasato University, 1-15-1 Kitasato, Minami-ku, Sagamihara, Kanagawa 252-0373, Japan


An efficient synthesis of a cyclotriphosphazene tripodal tridentate ligand, cis,cis,cis-N/O trispirocyclic cyclotriphosphazene, via the copper(I)-template method was described. The reaction of hexachlorocyclotriphosphazene, N3P3Cl6, with 3 equiv of the dianion generated from 2-(1H-pyrazol-3-yl)phenol and NaH in THF in the presence of CuI afforded a copper(I) complex of the cyclotriphosphazene ligand in 51% yield. The solution of the complex in CH2Cl2 was treated with 25% NH3 aqueous solution to give the ligand in 82% yield. The 42% overall yield of the ligand via the complex starting from N3P3Cl6 was adequately improved compared to the yield of 8% in the reported synthesis of the ligand in the absence of CuI.