官能化桥连间苯二甲氧基杯[6]芳烃的合成与反应活性

Synthesis and reactivity of functionalized bridged m-xylylenedioxycalix[6]arenes.

作者信息

Galán Hitos, Fragoso Alex, de Mendoza Javier, Prados Pilar

机构信息

Departamento de Química Orgánica Universidad Autónoma de Madrid, Cantoblanco, E-28049 Madrid, Spain.

出版信息

J Org Chem. 2008 Sep 19;73(18):7124-31. doi: 10.1021/jo8009769. Epub 2008 Aug 14.

DOI:10.1021/jo8009769

PMID:18700744

Abstract

The synthesis of A,D-m-xylylene-bridged calix[6]arenes 1-8 functionalized at position 5 of the spacer arm is described. The cone conformation of the new bridged calix[6]arenes has been established by (1)H and (13)C NMR. The X-ray structure of compound 6 confirmed the cone conformation also in the solid state. Compounds 9 and 10, which are branched-like structures, were obtained by reductive amination of 5-amino-A,D-m-xylylene-bridged-B,C,E,F-tetra-O-ethylcalix[6]arene 7 with diformyl calix[4]arene and CTV derivatives 22 and 24, respectively.

摘要

本文描述了在间隔臂位置5官能化的A，D-间二甲苯桥连杯[6]芳烃1-8的合成。通过¹H和¹³C NMR确定了新型桥连杯[6]芳烃的锥式构象。化合物6的X射线结构也证实了其在固态下的锥式构象。化合物9和10为分支状结构，分别通过5-氨基-A，D-间二甲苯桥连-B，C，E，F-四-O-乙基杯[6]芳烃7与二甲酰基杯[4]芳烃以及CTV衍生物22和24的还原胺化反应制得。