Reaction of Phenyl-Substituted <i>o-</i>Quinodimethanes with Nitric Oxide. Are Benzocyclobutenes Suitable Precursors for Nitric Oxide Cheletropic Traps?
作者:Thomas Paul、Mohammed A. Hassan、Hans-Gert Korth、Reiner Sustmann、David V. Avila
DOI:10.1021/jo960573n
日期:1996.1.1
In order to elucidate the potential of substituted o-quinodimethanes as reagents for the trapping of nitric oxide (NO) in biological systems, the reaction of alkoxyl- and alkyl-substituted 7,8-diphenyl- and 7,7,8-triphenyl-o-quinodimethanes with nitric oxide in solution was investigated by ESR spectroscopic and UV/vis stopped-flow techniques. Photolytic decarbonylation of 1,3-diphenyl- and 1,1,3-t
为了阐明取代的邻喹啉甲烷在生物系统中捕集一氧化氮(NO)的潜力,烷氧基和烷基取代的7,8-二苯基-和7,7,8-三苯基-的反应通过ESR光谱和UV / vis停止流动技术研究了溶液中带有一氧化氮的邻喹啉甲烷。1,3-二苯基-和1,1,3-三苯基茚满-2-酮的光解脱羰反应得到相应的苯基取代的苯并环丁烯作为主要产物,并且邻位二甲甲烷的光固定浓度低。在乙腈中的1,3-二甲氧基-1,3-二苯基茚满-2-酮和1-甲氧基-1,3,3-三苯基茚满-2-酮的266 nm激光闪光光解(LFP)过程中,在400中吸收的物种产生了-600 nm的范围,这归因于相应的7,7,8的构型异构体,8-取代的邻喹啉甲烷。异构体邻喹啉甲烷以明显不同的速率衰减,表明末端取代基的相对取向对其稳定性有强烈影响。2-茚满酮的原始光解产物与NO的反应产生了相应的环状硝基氧自由基异吲哚啉-2-氧基的强ESR光谱。氮氧化物自由基是通过两