Preparation of p-nitrocalix[n]arene methyl ethers via ipso-nitration and crystal structure of tetramethoxytetra-p-nitrocalix[4]arene

被引：24

作者：

Kumar, S

Varadarajan, R

Chawla, HM ^{[1
]}

Hundal, G

Hundal, MS

机构：

[1] Indian Inst Technol, Dept Chem, New Delhi 110016, India

[2] Guru Nanak Dev Univ, Dept Chem, Amritsar, Punjab, India

来源：

TETRAHEDRON | 2004年 / 60卷 / 04期

关键词：

calixarene derivative; crystal structure; synthesis; ipso-Nitration;

D O I：

10.1016/j.tet.2003.11.057

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nitration of p-tert-butylcalix[n]arene methyl ethers under a variety of reaction conditions has been examined. It has been determined that amongst different nitration procedures adopted (AlCl3/KNO3, HNO3/CH3COOH, HNO3/(CH3CO)(2)O, Cerium(IV) ammonium nitrate/CH3COOH), ipso-nitration with CH3COOH/HNO3 gives best yields of p-nitrocalixarenes and work up conditions. ipso-Nitration of tetramethoxytetra-p-tert-butylcalix[4]arene gives tetramethoxytetra-p-nitrocalix[4]arene as triclinic crystals with space group P1, with a=9.102(3) Angstrom, b=11.623(3) Angstrom, c=18.368(3) Angstrom and alpha=77.99(2)degrees, beta=81.10(2)degrees, gamma=73.37(2)degrees. Its conformation is partial cone and it forms an exocylic 1:1 complex with DMF. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：1001 / 1005

页数：5

共 17 条

[1] SYNTHESIS, AND X-RAY CRYSTAL AND MOLECULAR-STRUCTURE OF A NOVEL MACROBICYCLIC LIGAND - CROWNED PARA-TERT-BUTYL-CALIX[4]ARENE [J].