A CONVENIENT SYNTHESIS OF NEW MACROCYCLIC NAPHTHALENOPHANES

被引：12

作者：

GRUTZMACHER, HF

NOLTE, G

机构：

[1] Universität Bielefeld, Bielefeld, D-33501

来源：

CHEMISCHE BERICHTE | 1994年 / 127卷 / 06期

关键词：

CYCLOPHANES; NAPHTHALENOPHANES; MCMURRY REACTION;

D O I：

10.1002/cber.19941270629

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The (1,4)naphthalenophanes 6a, 6b, 7a, and 7b were synthesized regiospecifically in two steps from the appropriate alpha,omega-di-1-naphthylalkanes by a Friedel-Crafts acetylation of the two naphthalene groups followed by cyclization/dimerization of the resulting diketones by a McMurray reaction. The macrocyclic naphthalenophanes 6a and 6b exist in solution as a mixture of conformers while 7a and 7b were identified as the anti isomers.

引用

收藏

页码：1157 / 1162

页数：6

相关论文

共 22 条

[1]

BELLIARD P, 1972, B SOC CHIM FR, P4255

[2] Antispasmodics VI [J].

Blicke, FF ;

Feldkamp, RF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1944, 66 :1087-1091

[3] The formation of triphenylmethyl peroxide from carbon dioxide and phenylmagnesium bromide [J].

Blicke, FF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1927, 49 :2843-2849

[4] INTRAMOLECULAR EXCIMER FORMATION AND FLUORESCENCE QUENCHING IN DINAPHTHYLALKANES [J].

CHANDROSS, EA ;

DEMPSTER, CJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (12) :3586-+

[5] A METHYL-GROUP EFFECT ON THE CONFORMATION OF METHYLATED [3.2]METACYCLOPHAN-10-ENES [J].

GRUTZMACHER, HF ;

NEUMANN, E .

CHEMISCHE BERICHTE-RECUEIL, 1993, 126 (06) :1495-1497

[6] [3.2]PARACYCLOPHANE-10-ENES AND [3.2.3.2]PARACYCLOPHANE-10,27-DIENES - A CONVENIENT SYNTHESIS BY THE MCMURRY REACTION AND DYNAMIC STEREOCHEMISTRY [J].

GRUTZMACHER, HF ;

NEUMANN, E ;

EBMEYER, F ;

ALBRECHT, K ;

SCHELENZ, P .

CHEMISCHE BERICHTE, 1989, 122 (12) :2291-2297

[7] A CONVENIENT SYNTHESIS OF MACROCYCLIC[2.1.2.1]PARACYCLOPHANES [J].

GRUTZMACHER, HF ;

MEHDIZADEH, A ;

MULVERSTEDT, A .

CHEMISCHE BERICHTE, 1994, 127 (06) :1163-1166

[8] CYCLOPHANE .24. [2.2](1,4)PHENANTHRENOPARACYCLOPHANE - SYNTHESIS AND TWO-DIMENSIONAL PROTON AND C-13 NMR-STUDY [J].

HOPF, H ;

MLYNEK, C ;

ELTAMANY, S ;

ERNST, L .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (23) :6620-6627

[9]

Keehn P.M., 1983, CYCLOPHANES, V1

[10]

Keehn P.M., 1983, CYCLOPHANES, V2