Synthesis and solid state structure of a hydrazone-disulfide macrocycle and its dynamic covalent ring-opening under acidic and basic conditions

被引:13
作者
von Delius, Max [1 ]
Geertsema, Edzard M. [1 ]
Leigh, David A. [1 ]
Slawin, Alexandra M. Z. [2 ]
机构
[1] Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
[2] Univ St Andrews, Sch Chem, St Andrews KY16 9ST, Fife, Scotland
基金
欧洲研究理事会; 英国工程与自然科学研究理事会;
关键词
COMBINATORIAL LIBRARIES; CHEMISTRY; EXCHANGE; SYSTEMS; INTERPLAY; KINETICS;
D O I
10.1039/c0ob00214c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis and characterisation, including solid state structure, of a macrocycle containing both a hydrazone and a disulfide linkage is described. Selective ring-opening of the macrocycle under thermodynamic control could be achieved at either the disulfide or the hydrazone linkage by applying mutually exclusive sets of reaction conditions.
引用
收藏
页码:4617 / 4624
页数:8
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