Self-organised nano-arrays of p-phosphonic acid functionalised higher order calixarenes

被引：33

作者：

Clark, Thomas E. ^{[1
]}

Makha, Mohamed ^{[1
]}

Sobolev, Alexandre N. ^{[1
]}

Su, Dian ^{[2
]}

Rohrs, Henry ^{[2
]}

Gross, Michael L. ^{[2
]}

Atwood, Jerry L. ^{[3
]}

Raston, Colin L. ^{[1
]}

机构：

[1] Univ Western Australia, Sch Biomed Biomol & Chem Sci, Crawley, WA 6009, Australia

[2] Washington Univ, Dept Chem, St Louis, MO 63130 USA

[3] Univ Missouri, Dept Chem, Columbia, MO 65211 USA

来源：

NEW JOURNAL OF CHEMISTRY | 2008年 / 32卷 / 09期

关键词：

D O I：

10.1039/b801256c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Water-soluble p-phosphonic acid calix[n]arenes (n = 5, 6 or 8) have been synthesized in five steps in overall 68, 66, 67% yield, respectively, by the recently developed procedure for p-phosphonic acid calix[4]arene. The hydrogen bonding prowess of the phosphonic acids dominates their self assembly into nano-arrays in both solution and the gas phase. In DMSO, nano-arrays of p-phosphonic acid calix[6]arene are stable for over 24 h, with the solvent molecules slowly disrupting the hydrogen bonded network affording solvated monomeric units. In the gas phase, nano-arrays of around 20 calixarene units were observed for the p-phosphonic acid calix[n]arenes using MALDI-TOF-MS, and ESI-MS revealed the presence of heteroleptic nano-arrays for a 1:1 mixture of p-phosphonic acid calix[4,5]arenes.

引用

页码：1478 / 1483

页数：6

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