An efficient process for the synthesis of gem-dinitro compounds under high steric hindrance by nitrosation and oxidation of secondary nitroalkanes |
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| Authors: | Jian Zhang Tianjiao Hou Yifei Ling Lin Zhang Jun Luo |
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| Affiliation: | 1. School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China;2. Shanghai Institute of Organic Chemistry, Chinese Academy of Science, Shanghai 200032, China |
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| Abstract: | A new nitrosation and oxidation process to synthesize gem-dinitro compounds was accomplished by using nitryl chloride as nitrosation reagent and ozone as oxidizing agent. The main features of the present protocol include the compatibility to substances with high steric hindrance, high yields and mild reaction conditions. A plausible mechanism involving the formation of an intermediate of gem-nitrosonitro compound by means of single electron transfer was also proposed. |
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| Keywords: | Nitrosation Oxidation Steric hindrance Nitryl chloride Single electron transfer |
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