Department of Chemistry, University of Connecticut, Unit 3060, Storrs, Connecticut 06269-3060, USA.
J Org Chem. 2010 Feb 19;75(4):1179-87. doi: 10.1021/jo9024286.
The OsO(4)-mediated dihydroxylation of meso-tetraphenylporphyrin N-oxide yields two regioisomeric chlorin N-oxides. These chlorin N-oxides can be manipulated to provide pairs of regioisomers of pyrrole-modified porphyrin N-oxides. The UV-vis absorption and fluorescence emission spectra of the neutral and protonated regioisomers are distinct from each other, and generally different from the parent chromophore. The outcome of diol oxidation reactions of some N-oxide diolchlorins varies from the corresponding reactions of the parent diolchlorins. The crystal structure of a free base porpholactone N-oxide carrying the N-oxide on the oxazolone moiety is reported.
OsO(4)介导的meso-四苯基卟啉 N-氧化物的二羟基化生成两种区域异构的胆绿素 N-氧化物。这些胆绿素 N-氧化物可以被操纵以提供一对对吡咯修饰的卟啉 N-氧化物的区域异构体。中性和质子化的区域异构体的紫外可见吸收光谱和荧光发射光谱彼此不同，通常与母体生色团不同。一些 N-氧化物二醇氯的二醇氧化反应的结果与相应的母体二醇氯的反应不同。报道了带有恶唑酮部分上的 N-氧化物的游离碱卟啉内酯 N-氧化物的晶体结构。
