Counsell Andrew J, Jones Angus T, Todd Matthew H, Rutledge Peter J
School of Chemistry, The University of Sydney, Sydney, New South Wales 2006, Australia.
Beilstein J Org Chem. 2016 Nov 18;12:2457-2461. doi: 10.3762/bjoc.12.239. eCollection 2016.
An efficient protocol for the direct synthesis of -tetraalkylated derivatives of the azamacrocycles cyclam and cyclen has been developed, using a partially miscible aqueous-organic solvent system with propargyl bromide, benzyl bromide, and related halides. The method works most effectively when the reaction mixture is shaken, not stirred. A crystal structure of the -tetrapropargyl cyclam derivative 1,4,8,11-tetra(prop-2-yn-1-yl)-1,4,8,11-tetraazacyclotetradecane diperchlorate is reported.
已经开发出一种有效的方案,用于直接合成氮杂大环化合物环四亚甲基四胺(cyclam)和环六亚甲基四胺(cyclen)的 - 四烷基化衍生物,该方案使用与炔丙基溴、苄基溴及相关卤化物形成的部分互溶的水 - 有机溶剂体系。当反应混合物进行振荡而非搅拌时,该方法效果最佳。报道了 - 四炔丙基环四亚甲基四胺衍生物1,4,8,11 - 四(丙 - 2 - 炔 - 1 - 基)- 1,4,8,11 - 四氮杂环十四烷二高氯酸盐的晶体结构。