An efficient acid hydrolysis of the ether bond assisted by the neighbouring benzamide group. Part 3

被引：12

作者：

Arcelli, A ^{[1
]}

Porzi, G ^{[1
]}

Rinaldi, S ^{[1
]}

Sandri, S ^{[1
]}

机构：

[1] Dipartimento Chim G Ciamician, I-40126 Bologna, Italy

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 2001年 / 03期

关键词：

D O I：

10.1039/b008748n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The acid hydrolytic cleavage of 1 to 2, assisted by a neighbouring benzamide group, was kinetically investigated in a wide range of HCl concentrations (1.67-8.7 M) and at various temperatures. Kinetic measurements were performed also in the presence of LiCl at constant ionic strength (I = 5 M). The rate determining step of the acid hydrolysis of 1 was recognized through the investigation of the acid catalyzed cyclization of 3 to 2. Thermodynamic activation parameters were calculated and the experimental data discussed. The participation of the neighbouring benzamide group was evaluated to be about 7.3 x 10(3).

引用

页码：296 / 301

页数：6

共 12 条

[1] CATALYTIC INTRAMOLECULAR PARTICIPATION OF AMIDE GROUP IN THE ACID-HYDROLYSIS OF METHYL-ETHER LINKAGE [J].