School of Polymers and High Performance Materials, University of Southern Mississippi, Hattiesburg, MS 39406-0001, USA.
Angew Chem Int Ed Engl. 2010 Feb 22;49(9):1540-73. doi: 10.1002/anie.200903924.
Following Sharpless' visionary characterization of several idealized reactions as click reactions, the materials science and synthetic chemistry communities have pursued numerous routes toward the identification and implementation of these click reactions. Herein, we review the radical-mediated thiol-ene reaction as one such click reaction. This reaction has all the desirable features of a click reaction, being highly efficient, simple to execute with no side products and proceeding rapidly to high yield. Further, the thiol-ene reaction is most frequently photoinitiated, particularly for photopolymerizations resulting in highly uniform polymer networks, promoting unique capabilities related to spatial and temporal control of the click reaction. The reaction mechanism and its implementation in various synthetic methodologies, biofunctionalization, surface and polymer modification, and polymerization are all reviewed.
继 Sharpless 将几种理想化的反应描述为点击反应之后，材料科学和合成化学领域已经探索了许多途径来确定和实施这些点击反应。在此，我们将自由基介导的硫醇-烯反应作为这样的点击反应之一进行综述。该反应具有点击反应的所有理想特征，具有高效、无副产物且快速进行高收率的特点。此外，硫醇-烯反应通常是光引发的，特别是对于光聚合反应，可得到高度均匀的聚合物网络，促进与点击反应的空间和时间控制相关的独特能力。综述了反应机理及其在各种合成方法、生物功能化、表面和聚合物改性以及聚合中的应用。
