Regioselectivity control in a Diels-Alder reaction of a surfactant 1,3-diene with a surfactant dienophile
作者:David A. Jaeger、Dan Su
DOI:10.1016/s0040-4039(98)02350-8
日期:1999.1
The Diels-Alderreaction of surfactant 1,3-diene 1 and surfactant dienophile 2 within aqueous mixed micelles at 25 °C gave a 6.6:1 ratio of cycloadducts 11 and 12, and that of nonsurfactant analogues 10 and 13 in C6H5Me at 75(85) °C gave a 1:1 ratio of cycloadducts 14 and 15. The regioselectivity of the reaction of 1 and 2 was controlled by their alignment at the mixed micelle-H2O interface.
表面活性剂1,3-二烯1和表面活性剂亲二烯体2在25°C的水性混合胶束中的Diels-Alder反应在C 6 H 5中产生的环加合物11和12的比率为6.6:1,非表面活性剂类似物10和13的比率为6.6:1。在75(85)°C下,我得到1:1的环加合物14和15比率。通过在混合的胶束-H 2 O界面对齐,可以控制1和2反应的区域选择性。