Studies were conducted to explore single electron transfer (SET) induced photoaddition reactions of 9, lO-dicyanoanthracene (DCA) with a variety of n-electron donors including silicon-containing substrates (EtOCH2TMS, EtSCH2TMS, and EhNCH2TMS). Photoadditions of EtOCHzTMS and EtSCH2TMS to DCA in MeCN occur in high yields to produce 10-substituted 9, 10-dicyano-9, 10-dihydroanthracenes in which the anthracenyl ...