New macrobicyclic triphosphazides and triphosphazenes formed by self-assembly of tripodal triazides with triphosphanes

被引：16

作者：

Alajarin, Mateo ^{[1
]}

Lopez-Leonardo, Carmen ^{[1
]}

Berna, Jose ^{[1
]}

机构：

[1] Univ Murcia, Fac Quim, Dept Quim Organ, E-30100 Murcia, Spain

来源：

TETRAHEDRON | 2006年 / 62卷 / 26期

关键词：

azides; phosphazides; lambda(5)-phosphazenes; macrobicycles; cage compounds; propeller; tripod-tripod coupling;

D O I：

10.1016/j.tet.2006.04.056

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The self-assembly of tris(3-azidobenzyl)amines with 1,1,1-tris[(diphenylphosphino)methyl]ethane via tripod-tripod coupling proceeds successfully to give chiral macrobicyclic triphosphazides. The heating of these macrobicyclic cages induces a remarkable stepwise triple extrusion of molecular nitrogen to afford tri-lambda(5)-phosphazenes, which preserved the chiral, propeller-like topology of their precursors. The replacement of one benzylic arm by an ortho-phenethylic or propylenic one still allows the success of the self-assembly. However, the quaternization of the pivotal nitrogen atom of the triamine in the form of N-oxide prevented its coupling with the triphosphane. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：6190 / 6202

页数：13

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[1] Ab initio SCF-MO study of the Staudinger phosphorylation reaction between a phosphane and an azide to form a phosphazene [J].