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Synthesis of dihydroxynaphthalene isomers by microbial oxidation of 1- and 2-naphthol

机译:通过1-萘酚和2-萘酚的微生物氧化合成二羟基萘异构体

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摘要

The mutant strain Pseudomonas fluorescens TTC1 (NCIMB 40605), derived from the naphthalene-degrading Pseudomonas fluorescens N3 (NCIMB 40530), was used for the oxidation of 1- and 2-naphthols to give different isomers of dihydroxynaphthalene. The oxidation reactions proceed through the formation of dihydrodiol intermediates, which are too unstable to be isolated, since they spontaneously eliminate water to give the fully aromatic dihydroxynaphthalenes. The high regioselectivity of the dehydration reaction was confirmed by the study of the acid-catalysed aromatization of a series of stable monosubstituted naphthalene cis-1,2-dihydrodiols.
机译:衍生自萘降解的荧光假单胞菌N3(NCIMB 40530)的突变菌株荧光假单胞菌TTC1(NCIMB 40605)用于1-和2-萘酚的氧化,得到二羟基萘的不同异构体。氧化反应是通过形成二氢二醇中间体进行的,该中间体太不稳定而无法分离,因为它们会自发消除水而生成完全芳香的二羟基萘。通过对一系列稳定的单取代萘顺式1,2-二氢二醇的酸催化芳构化研究,证实了脱水反应的区域选择性高。

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