Calix[4]arenes with Two Different Chemical Modifications at the Bridges

Hexabromocalix[4]arene derivatives (3a and 3b) possessing pairs of dibromomethylene and bromomethylene groups located at distal or proximal positions of the calix scaffold were prepared via photochemical bromination of tetramethoxycalix[4]arene. The dibromomethylene groups undergo hydrolysis to afford calix[4]arenes possessing pairs of carbonyl groups and bromomethylene groups located at distal or proximal bridges (4a and 4b, respectively). The bromomethylene groups of 4 undergo reactions with nucleophiles under SN1 conditions to afford a wide array of derivatives possessing two different chemical modifications at the bridges.

通过光化学溴化四甲氧基六溴环[4]芳烃衍生物（3a 和 3b），制备了具有位于六溴环[4]芳烃支架远端或近端位置的二溴甲撑基和溴甲撑基对的衍生物。二溴甲撑基在SN1条件下与亲核试剂反应，发生水解，从而得到具有位于远端或近端桥连的二羰基和溴甲撑基对的环[4]芳烃（分别为4a 和 4b）。4中的溴甲撑基在SN1条件下与亲核试剂反应，衍生出具有两种不同化学修饰的桥连基团的广泛衍生物。