OXIDATION OF HYDROCARBONS BY AQUEOUS PLATINUM SALTS - MECHANISM AND SELECTIVITY

被引：97

作者：

LABINGER, JA ^{[1
]}

HERRING, AM ^{[1
]}

LYON, DK ^{[1
]}

LUINSTRA, GA ^{[1
]}

BERCAW, JE ^{[1
]}

HORVATH, IT ^{[1
]}

ELLER, K ^{[1
]}

机构：

[1] EXXON RES & ENGN CO,CORP RES LABS,ANNANDALE,NJ 08801

来源：

ORGANOMETALLICS | 1993年 / 12卷 / 03期

关键词：

D O I：

10.1021/om00027a045

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Water-soluble organic compounds are selectively oxidized by aqueous solutions of chloroplatinum(II) and chloroplatinum(IV) salts. p-Toluenesulfonic acid undergoes stepwise hydroxylation to the corresponding alcohol and aldehyde, with no further oxidation to the carboxylic acid; p-ethylbenzenesulfonic acid is functionalized at both the benzylic and methyl positions. Ethanol is converted to a spectrum Of C2 (chloro)oxygenates, including ethylene glycol and 2-chloroethanol, products resulting from methyl functionalization. n-Propanol is also significantly attacked at the methyl position. C-13 labeling and kinetics studies were used to elucidate mechanistic pathways. The reactivity of a methyl group C-H bond is at least as high as that of a C-H bond a to oxygen, in contrast to most alkane conversion systems.

引用

页码：895 / 905

页数：11

共 35 条

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