5,6,7,8-TETRAMETHYLENEBICYCLO[2.2.2]OCT-2-ENE AS BIS(DIENE) IN REPETITIVE DIELS-ALDER REACTIONS

被引：20

作者：

WEGENER, S ^{[1
]}

MULLEN, K ^{[1
]}

机构：

[1] MAX PLANCK INST POLYMER RES,ACKERMANNWEG 10,W-6500 MAINZ,GERMANY

来源：

CHEMISCHE BERICHTE | 1991年 / 124卷 / 09期

关键词：

DIELS-ALDER REACTIONS; REPETITIVE; BAND STRUCTURES;

D O I：

10.1002/cber.19911240936

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of ladder-type oligomers by repetitive Diels-Alder reactions is described. The title compound 1 has been treated with the ''bis(dienophile)'' 2 at high pressure (7.5 kbar). Under these conditions the formation of oligomers with up to 33 laterally anellated six-membered rings has been achieved. An attempt has been made to analyze the complex stereo-chemistry of the cycloaddition by using the model compounds 5a, 5b.

引用

页码：2101 / 2103

页数：3

共 18 条

[1] STEREOREGULAR OLIGOMERIZATION BY REPETITIVE DIELS-ALDER REACTIONS [J].

ASHTON, PR ;

ISAACS, NS ;

KOHNKE, FH ;

MATHIAS, JP ;

STODDART, JF .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (09) :1258-1261

[2]

ASHTON PR, 1989, ANGEW CHEM, V101, P1266

[3]

BAKSHI AK, 1989, J SYNTH MET, V30, P115

[4] THEORETICAL-STUDY OF THE ELECTRONIC-PROPERTIES AND CRYSTAL-STRUCTURE OF POLY(PERINAPHTHALENE) - ON THE ORIGIN OF HIGH OBSERVED CONDUCTIVITIES [J].

BREDAS, JL ;

BAUGHMAN, RH .

JOURNAL OF CHEMICAL PHYSICS, 1985, 83 (03) :1316-1322

[5]

CHOLLET A, 1976, TETRAHEDRON LETT, P4271

[6]

CHRISTOPHEL WC, 1986, J ORG CHEM, V51, P4160

[7]

FRANCK EU, 1991, NACHR CHEM TECH LAB, V39, P203

[8] INTERACTION BETWEEN NON-CONJUGATED CHROMOPHORES .10. 7,8-EPOXY-2,3,5,6-TETRAKIS(METHYLENE)BICYCLO[2.2.2]OCTANE - SYNTHESIS AND DIELS-ALDER REACTIVITY [J].

GABIOUD, R ;

VOGEL, P .

TETRAHEDRON, 1980, 36 (01) :149-154

[9] SYNTHESIS OF HEPTIPTYCENES WITH FACE-TO-FACE ARENE RINGS VIA A 2,3-6,7-ANTHRADIYNE EQUIVALENT [J].

HART, H ;

RAJU, N ;

MEADOR, MA ;

WARD, DL .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (23) :4357-4360

[10]

KARPLUS M, 1959, J CHEM PHYS, V30, P1

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