RETRACTED: Unclicking the Click: Mechanically Facilitated 1,3-Dipolar Cycloreversions (Retracted Article)

被引：155

作者：

Brantley, Johnathan N. ^{[1
]}

Wiggins, Kelly M. ^{[1
]}

Bielawski, Christopher W. ^{[1
]}

机构：

[1] Univ Texas Austin, Dept Chem & Biochem, Austin, TX 78712 USA

来源：

SCIENCE | 2011年 / 333卷 / 6049期

关键词：

TERMINAL ALKYNES; OLIGONUCLEOTIDES; CHEMISTRY; AZIDES; FORCE; MECHANOCHEMISTRY; CYCLOADDITION; STRESS;

D O I：

10.1126/science.1207934

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

The specific targeting of covalent bonds in a local, anisotropic fashion using mechanical methods offers useful opportunities to direct chemical reactivity down otherwise prohibitive pathways. Here, we report that embedding the highly inert 1,2,3-triazole moiety (which is often prepared using the canonical "click" coupling of azides and alkynes) within a poly(methyl acrylate) chain renders it susceptible to ultrasound-induced cycloreversion, as confirmed by comprehensive spectroscopic and chemical analyses. Such reactivity offers the opportunity to develop triazoles as mechanically labile protecting groups or for use in readily accessible materials that respond to mechanical force.

引用

页码：1606 / 1609

页数：4

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