The Influence of Nitrate Salts and Complex Metal Ion to Regio-Selective Synthesis of 2-Nitro-5,10,

来源 :Wuhan University Journal of Natural Sciences | 被引量 : 0次 | 上传用户:melhy
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A series of 2|nitro|5,10,15,20|tetra(4|methoxyphenyl) porphyrinato metals were regioselectively synthesized with nitrate salts as nitrating reagent in acetic acid/acetic anhydride for preparation of 2|substituted porphyrin. The influence of nitrate salts and complex metal ion to the reaction were investigated. The extent of 2|nitration increased with the electronegativity of the central metal. When Cu(NO 3 ) 2 · 3H 2O was used as nitrating reagent, almost quantitative yields of 2|nitro porphyrin were obtained in the case of Cu(Ⅱ) or Ni(Ⅱ) chelates, while Zn(Ⅱ) or Mn(Ⅲ) chelates gave 50% and 30% yields respectively. If Zn(NO 3 ) 2 ·10H 2 O was used as nitrating agent, no product was found for Cu(Ⅱ) or Ni(Ⅱ) chelates, 12% was found for Zn(Ⅱ) chelates. The other metal ion and nitrate salts were also found in quite different influence. A series of 2 | nitro | 5,10,15,20 | tetra (4 | methoxyphenyl) porphyrinato metals were regioselectively synthesized with nitrate salts as nitrating reagent in acetic acid / acetic anhydride for preparation of 2 The influence of nitrate salts and complex metal ion to the reaction were investigated. The extent of 2 | nitration increased with the electronegativity of the central metal. When Cu (NO 3) 2 · 3H 2O was used As nitrating reagent, almost quantitative yields of 2 | | nitro porphyrin were obtained in the case of Cu (Ⅱ) or Ni (Ⅱ) chelates, while Zn (Ⅱ) or Mn (Ⅲ) chelates gave 50% and 30% If Zn (NO 3) 2 · 10H 2 O was used as nitrating agent, no product was found for Cu (Ⅱ) or Ni (Ⅱ) chelates, 12% was found for Zn nitrate salts were also found in quite different influence.
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