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Protonation of Anionic σ-Complexes of 5,7-Dinitroquinolin-8-ol
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2021-01-11 , DOI: 10.1134/s1070428020110214 I. I. Ustinov , N. V. Khlytin , I. V. Shahkeldyan , Yu. M. Atroshchenko
中文翻译:
5,7-二硝基喹啉-8-ol阴离子σ复合物的质子化
更新日期:2021-01-11
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2021-01-11 , DOI: 10.1134/s1070428020110214 I. I. Ustinov , N. V. Khlytin , I. V. Shahkeldyan , Yu. M. Atroshchenko
Abstract
The reaction of 5,7-dinitroquinolin-8-ol with NaBH4 produces a reactive hydride σ-complex, the treatment of which with a solution of acetic acid gives 5,7-dinitro-5,6-dihydroquinolin-8-ol. The protonation of the acetone σ-complex of 5,7-dinitroquinolin-8-ol forms a mixture of the tautomers 5,7-dinitro-6-(2-oxopropyl)-6,7-dihydroquinoline-8(5H)-one and 5,7-dinitro-5,6-dihydro-6-(2-oxopropyl)quinolin-8-ol, with a predominance of the latter.
中文翻译:
5,7-二硝基喹啉-8-ol阴离子σ复合物的质子化
摘要
5,7-二硝基喹啉-8-醇与NaBH 4的反应产生反应性氢化物σ-络合物,用乙酸溶液处理得到5,7-二硝基-5,6-二氢喹啉-8-醇。5,7-二硝基喹啉-8-ol丙酮σ复合物的质子化形成互变异构体5,7-二硝基-6-(2-氧丙基)-6,7-二氢喹啉-8(5 H)-的混合物一和5,7-二硝基-5,6-二氢-6-(2-氧丙基)喹啉-8-ol,其中后者占优势。