Click synthesis of fluorine-rich cyclotriphosphazene hydrazones. Synthesis and supramolecular structures of N3P3(N(Me)N=CHC6F5)6, spiro-N3P3(C12H8O2)(N(Me)N=CHC6F5)4, and dispiro-N3P3(C12H8O2)2(N(Me)N=CHC6F5)2

Chandrasekhar, Vadapalli ; Thilagar, Pakkirisamy ; Krishnan, Venkatasubbaiah ; Bickley, James F. ; Steiner, Alexander (2007) Click synthesis of fluorine-rich cyclotriphosphazene hydrazones. Synthesis and supramolecular structures of N3P3(N(Me)N=CHC6F5)6, spiro-N3P3(C12H8O2)(N(Me)N=CHC6F5)4, and dispiro-N3P3(C12H8O2)2(N(Me)N=CHC6F5)2 Crystal Growth & Design, 7 (4). pp. 668-675. ISSN 1528-7483

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Official URL: http://pubs.acs.org/doi/abs/10.1021/cg060496h

Related URL: http://dx.doi.org/10.1021/cg060496h

Abstract

The cyclophosphazene hydrazides N3P3(N(Me)NH2)6 (1), spiro-N3P3(C12H8O2)(N(Me)NH2)4 (2), and dispiro-N3P3(C12H8O2)2(N(Me)NH2)2 (3) have been readily elaborated by a click synthesis involving condensation with pentafluorobenzaldehyde to afford the fluorine-rich cyclophosphazene hydrazones N3P3(N(Me)N=CHC6F5)6 (4), spiro-N3P3(C12H8O2)(N(Me)N=CHC6F5)4 (5), and dispiro-N3P3(C12H8O2)2(N(Me)N=CHC6F5)2 (6) in excellent yields. The molecular and crystal structures of 4-6 are reported. The crystal structures of 4-6 reveal a rich interplay of various intermolecular secondary interactions generating novel supramolecular architectures. The dependence of the molecular symmetry on the eventual supramolecular structures is also revealed. The crystal structure of 6 shows the selective entrapment of guest dioxane molecules.

Item Type:Article
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Deposited On:28 Oct 2010 09:05
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