Amphiphilic Silicone Architectures via Anaerobic Thiol–Ene Chemistry
作者:Daniel J. Keddie、John B. Grande、Ferdinand Gonzaga、Michael A. Brook、Tim R. Dargaville
DOI:10.1021/ol202051y
日期:2011.11.18
Despite broad application, few silicone-based surfactants of known structure or, therefore, surfactancy have been prepared because of an absence of selective routes and instability of silicones to acid and base. Herein the synthesis of a library of explicit silicone-poly(ethylene glycol) (PEG) materials is reported. Pure silicone fragments were generated by the B(C6F5)(3)-catalyzed condensation of alkoxysilanes and vinyl-functionalized hydrosilanes. The resulting pure products were coupled to thiol-terminated PEG materials using photogenerated radicals under anaerobic conditions.
Testing the functional tolerance of the Piers–Rubinsztajn reaction: a new strategy for functional silicones
作者:John B. Grande、David B. Thompson、Ferdinand Gonzaga、Michael A. Brook
DOI:10.1039/c0cc00369g
日期:——
The PiersâRubinsztajn reaction, involving B(C6F5)3-catalyzed siloxane formation from hydrosilanes + alkoxysilanes, is tolerant of a wide variety of functional groups, and provides a generic strategy for the preparation of structurally complex functional silicones.
作者:John B. Grande、Ferdinand Gonzaga、Michael A. Brook
DOI:10.1039/c0dt00400f
日期:——
groups and polymers. Traditional routes to such compounds, which typically involve platinum-catalyzed hydrosilylation, suffer from incompatibility with certain functional groups. B(C6F5)3-catalyzed condensation of hydrosilanes with alkoxysilanes offers new opportunities to prepare explicit silicone structures. We demonstrate here that conversion of alcohols to silylethers competes unproductively with
硅氧烷的令人印象深刻的表面活性可以通过引入亲水性有机官能团和聚合物来增强。这类化合物的传统路线,通常涉及铂-催化的氢化硅烷化,与某些官能团不相容。B(C 6 F 5)3催化的氢硅烷与烷氧基硅烷的缩合反应为制备明确的有机硅结构提供了新的机会。我们在这里证明,醇向甲硅烷基醚的转化与烷氧基硅烷转化为二硅氧烷。相比之下,可以容易地以高收率制备各种结构复杂的烷基卤化物和低聚谷氨酰化合物。热3 + 2-环加成和硫醇-烯 点击反应用于将这些化合物转化为表面活性物质。