间苯二酚杯[4]芳烃六聚体催化缩醛水解和不对称转移氢化反应

Catalytic Acetal Hydrolysis and Asymmetric Transfer Hydrogenation Reaction of Resorcinolcalix[4]arene Hexamer

摘要: 本文合成了C-正丙基间苯二酚杯[4]芳烃、C-异丁基间苯二酚杯[4]芳烃、C-壬基间苯二酚杯[4]芳烃和C-癸烯基间苯二酚杯[4]芳烃四种原料，并在氯仿的水饱和溶液中制备相应的六聚体溶液，探究了其在缩醛水解和不对称转移氢化反应中的催化效果。结果表明，在间苯二酚杯[4]芳烃六聚体溶液的催化作用下，缩醛水解转化率在90%左右，不对称转移氢化反应转化率在70%左右，对映选择性在80%左右；六聚体为催化反应提供了合适的反应空腔，使反应发生在胶囊内部，打破了传统催化剂的局限性。由此可见，间苯二酚杯[4]芳烃六聚体在有机催化方面具有非常好的应用前景。

Abstract: In this paper, four raw materials, C-n-propyl resorcinolcalix[4]arene, C-iso-butyl resorcinol-calix[4]arene, C-n-nonyl resorcinolcalix[4]arene and C-decenresorcinolcalix[4]arene, were synthesized. The corresponding hexamer solutions were formed in the water-saturated solution of chloroform, and their catalytic effects were explored in acetal hydrolysis and asymmetric trans-fer hydrogenation reaction. The results show that, under the catalysis of resorcinolcalix[4]arene hexamer solution, the conversion rate of acetal hydrolysis reaction can reach about 90%, the conversion rate of asymmetric transfer hydrogenation is about 70%, and the enantioselectivity is about 80%. The hexamer provides a suitable reaction cavity for catalytic reactions which makes the reactions take place in the capsules and breaks the limitations of traditional catalysts. In conclusion, resorcinolcalix[4]arene hexamer has a very good application prospect in organic catalysis.