Partial etherification reactions of cavitand phenol bowls

被引:7
作者
Barrett, ES [1 ]
Irwin, JL [1 ]
Picker, K [1 ]
Sherburn, MS [1 ]
机构
[1] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia
基金
澳大利亚研究理事会;
关键词
D O I
10.1071/CH02031
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reactions between the C-4v-symmetrical cavitand tetraphenol (2), various bases, and less than 4 molar equivalents of alkyl halides result in the generation of statistical mixtures of the five possible ether products along with unreacted starting material. Useful quantities of monoalkoxytriphenol (8), A,B-dialkoxydiphenol (9) and trialkoxymonophenol (11) are obtained by controlling the reaction stoichiometry and the desired products can, in general, be isolated by straightforward chromatographic means.
引用
收藏
页码:319 / 325
页数:7
相关论文
共 28 条
[1]   Efficient distal-difunctionalization of cavitand bowls [J].
Barrett, ES ;
Irwin, JL ;
Turner, P ;
Sherburn, MS .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (24) :8227-8229
[2]   Selective functionalization of resorcinarene cavitands; Single crystal x-ray structure of a distally functionalized cavitand [J].
Boerrigter, H ;
Verboom, W ;
vanHummel, GJ ;
Harkema, S ;
Reinhoudt, DN .
TETRAHEDRON LETTERS, 1996, 37 (29) :5167-5170
[3]  
Boerrigter H, 1997, LIEBIGS ANN-RECL, P2247
[4]   CALIXARENES, MACROCYCLES WITH (ALMOST) UNLIMITED POSSIBILITIES [J].
BOHMER, V .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (07) :713-745
[5]   A bis(carceplex) from a cyclic tetramer of cavitands [J].
Chopra, N ;
Sherman, JC .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (16) :1727-1729
[6]  
Chopra N, 1999, ANGEW CHEM INT EDIT, V38, P1955, DOI 10.1002/(SICI)1521-3773(19990712)38:13/14<1955::AID-ANIE1955>3.0.CO
[7]  
2-D
[8]  
Chopra N, 2000, ANGEW CHEM INT EDIT, V39, P194, DOI 10.1002/(SICI)1521-3773(20000103)39:1<194::AID-ANIE194>3.3.CO
[9]  
2-V
[10]  
Cram D.J., 1994, MONOGRAPHS SUPRAMOLE, V4