Zhang Xinpeng, Xi Weixian, Wang Chen, Podgórski Maciej, Bowman Christopher N
Department of Chemical and Biological Engineering, University of Colorado, UCB 596, Boulder, Colorado 80309, United States.
Department of Chemical and Biological Engineering, University of Colorado, UCB 596, Boulder, Colorado 80309, United States; Faculty of Chemistry, Department of Polymer Chemistry, MCS University, pl. Marii Curie-Skłodowskiej 5, 20-031 Lublin, Poland.
ACS Macro Lett. 2016 Feb 16;5(2):229-233. doi: 10.1021/acsmacrolett.5b00923. Epub 2016 Jan 22.
An efficient visible-light-sensitive photobase generator for thiol-Michael addition reactions was synthesized and evaluated. This highly reactive catalyst was designed by protecting a strong base (tetramethyl guanidine, TMG) with a visible-light-responsive group which was a coumarin derivative. The coumarin-coupled TMG was shown to exhibit extraordinary catalytic activity toward initiation of the thiol-Michael reaction, including thiol-Michael addition-based polymerization, upon visible-light irradiation, leading to a stoichiometric reaction of both thiol and vinyl functional groups. Owing to its features, this visible-light photobase generator enables homogeneous network formation in thiol-Michael polymerizations and also has the potential to be exploited in other visible-light-induced, base-catalyzed thiol-click processes such as thiol-isocynate and thiol-epoxy network-forming reactions.
合成并评估了一种用于硫醇-迈克尔加成反应的高效可见光敏感光碱发生器。这种高活性催化剂是通过用一个可见光响应基团（一种香豆素衍生物）保护强碱（四甲基胍，TMG）来设计的。结果表明，香豆素偶联的TMG在可见光照射下对硫醇-迈克尔反应的引发表现出非凡的催化活性，包括基于硫醇-迈克尔加成的聚合反应，从而使硫醇和乙烯基官能团发生化学计量反应。由于其特性，这种可见光光碱发生器能够在硫醇-迈克尔聚合反应中形成均匀网络，并且还具有在其他可见光诱导的、碱催化的硫醇点击过程中应用的潜力，如硫醇-异氰酸酯和硫醇-环氧网络形成反应。
