THE "BIS(SALICYLALDEHYDE)ETHYLENEDIIMINE COBALT(II)-CATALYZED OXIDATIVE CARBONYLATION OF PRIMARY AND SECONDARY-AMINES

THE "BIS(SALICYLALDEHYDE)ETHYLENEDIIMINE COBALT(II)-CATALYZED OXIDATIVE CARBONYLATION OF PRIMARY AND SECONDARY-AMINES
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DOI:
10.1016/0304-5102(86)87061-4
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发表时间:
1986-02-01
影响因子:
--
通讯作者:
PORTA, F
PORTA, F
中科院分区:
其他
文献类型:
--
作者:
BENEDINI, F;NALI, M;PORTA, F

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苯胺在甲醇或二氯甲烷溶液中以二氧为氧化剂,双(水杨醛)乙二亚胺钴(II) (CoIIsalen)为催化剂氧化为偶氮苯。在一氧化碳的存在下,还可以得到异氰酸酯、脲烷和尿素。当脂肪族胺-金刚胺作为底物时,后两者是唯一的反应产物。增加二氧和一氧化碳的压力可显著提高反应产率。邻氨基酚给出相应的偶氮衍生物和恶唑酮。芳香族仲胺以低收率生成仲甲酰胺。
Anilines are oxidized to azobenzenes in methanol or methylene chloride solution using dioxygen as the oxidant and bis(salicylaldehyde)ethylenediimine cobalt(II) (CoIIsalen) as catalyst. In the presence of carbon monoxide, isocyanates, urethanes and ureas are also obtained. The latter two are the only reaction products when the aliphatic amine 1-adamantylamine is used as a substrate. Increasing the pressures of dioxygen and carbon monoxide significantly improves reaction yields. Ortho-aminophenol give the corresponding azo derivative and an oxazolone. Aromatic secondary amines give secondary formamides in low yields.