Department of Chemistry and Biochemistry, University of Maryland, College Park, MD 20742, USA.
Photochem Photobiol Sci. 2010 Jun;9(6):854-60. doi: 10.1039/c0pp00072h.
Photoinduced mediated electron transfer to N-alkylpicolinium(NAP)-based esters has previously been shown to induce release of carboxylate anions. In this mechanism, electrons are shuttled between a good electron donor through a sensitizer/mediator to the NAP group which subsequently induces C-O bond cleavage. Previous studies have used UV-absorbing mediators to initiate substrate release with high photorelease efficiencies, but require long irradiation periods for quantitative deprotection. The current study improves upon previous systems by using lower energy visible light absorbing mediators that induce substrate release over shorter irradiation periods (i.e. higher overall photolytic efficacies).
先前的研究表明，光诱导介导的电子转移到 N-烷基吡啶翁（NAP）基酯中会诱导羧酸根阴离子的释放。在这种机制中，电子通过敏化剂/介体在良好的电子供体之间穿梭，然后诱导 C-O 键的断裂。先前的研究使用吸收紫外线的介体来引发底物释放，具有高光释放效率，但需要长时间的辐照才能进行定量脱保护。本研究通过使用较低能量的可见光吸收介体来改善先前的系统，这些介体在较短的辐照时间内诱导底物释放（即更高的整体光解效率）。
