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Dioxygenation of Aromatic Compounds

芳香族化合物的双氧化

基本信息

批准号：
9224468
负责人：
Harold Goff
金额：
$ 28.7万
依托单位：
University of Iowa
依托单位国家：
美国
项目类别：
Continuing Grant
财政年份：
1993
资助国家：
美国
起止时间：
1993-04-15 至 1996-09-30
项目状态：
已结题

来源：
https://www.nsf.gov/awardsearch/showAward?AWD_ID=9224468&HistoricalAwards=false
关键词：
Dioxygenation Aromatic Compounds

项目摘要

Professor Goff of the University of Iowa will attempt to catalyze the dioxygenation of aromatic compounds with support from the Inorganic, Bioinorganic, and Organometallic program. The attempt is motivated by the existence of metalloenzymes that perform this feat. Goff will investigate hemes, manganese porphyrins, and non-porphyrin iron and manganese compounds for their ability to catalyze the introduction of both atoms of an oxygen molecule across adjacent atoms of aromatic rings. He will use porphyrin compounds that are known to coordinate peroxide in a side-on configuration, and he will tune the reactivity by altering the substituents on the porphyrin periphery. Paramagnetic NMR will play an important role in assessing the effects of these substituents. Success in this endeavor would add a major new dimension to abiological oxidation chemistry. %%% Dioxygenases are naturally-occurring enzymes that catalyze reactions of molecular oxygen with aromatic organic compounds such that both oxygen atoms become bound to the organic product. Reactions of this type are unknown in synthetic chemistry, but are potentially of great value. A concerted effort to develop such reactivity will be conducted, and it will be guided by current insight regarding the bonding of O2 to certain metal-containing compounds. It is considered that by bonding to the metal center, the properties of O2 will be sufficiently altered that it will react as though a dioxygenase enzyme were present.

爱荷华州大学的戈夫教授将尝试用载体催化芳香族化合物的二氧化反应无机、生物无机和有机物项目的学生这种尝试的动机是金属酶的存在表演这一壮举。戈夫会调查血红素锰卟啉和非卟啉铁和锰化合物，他们的能力，催化引入两个原子的一个氧分子穿过芳环的相邻原子。他将使用卟啉化合物，过氧化氢在一个侧面的配置，他将调整通过改变卟啉上的取代基的反应性外围。顺磁核磁共振将在评估这些取代基的效果。胜任这奋进将为非生物学增添一个重要的新维度，氧化化学 %%% 双加氧酶是天然存在的酶，分子氧与芳香族有机化合物的反应使得两个氧原子结合到有机物上，产品这种类型的反应在合成中是未知的。化学，但可能具有巨大的价值。协调一致将努力发展这种反应性，它将由当前关于O2键合的见解指导某些含金属的化合物。则认为通过结合到金属中心，O2的性质将被足以改变它的反应就像双加氧酶酶存在。