Benzotriazolophanes - New class of novel cyclophanes

被引：32

作者：

Rajakumar, P ^{[1
]}

Murali, V ^{[1
]}

机构：

[1] Univ Madras, Dept Organ Chem, Chennai 600025, Tamil Nadu, India

来源：

TETRAHEDRON | 2000年 / 56卷 / 40期

关键词：

benzotriazoles; alkylation; cyclization;

D O I：

10.1016/S0040-4020(00)00717-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Alkylation of benzotriazole with various xylenyl dibromides (o, m, p) or 4,4'-bis(bromethyl)biphenyl in two steps afforded the benzotriazolophanes 2 or 3. Similarly alkylation of benzotriazole with 4,4"-bis(bromomethyl)-1,1 ':3',1 "-terphenyl in two steps gave the unprecedented benzotriazolophane 4a. By similar alkylation procedure, cyclophanes 4b, 4c and 4d were obtained from the substituted dibromides 6b, 6c and 6d, respectively. Novel cross linked benzotriazolophane 5 was obtained by using the tetrabromide 9 as the spacer unit. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：7995 / 7999

页数：5

共 17 条

[1]

BOULTON AJ, 1969, ORG MAGN RESONANCE, V1, P311

[2] NOVEL MACROCYCLES INCORPORATING CYCLIC UREA UNITS [J].

DAVE, PR ;

DOYLE, G ;

AXENROD, T ;

YAZDEKHASTI, H ;

AMMON, HL .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (21) :6946-6952

[3] 1,3-BIS(1'-CYCLOALKENYL)BENZENES VIA A TANDEM ARYNE SEQUENCE [J].

HART, H ;

GHOSH, T .

TETRAHEDRON LETTERS, 1988, 29 (08) :881-884

[4] Chiral pyridine-based macrobicyclic clefts: Synthesis and enantiomeric recognition of ammonium salts [J].

Hellier, PC ;

Bradshaw, JS ;

Young, JJ ;

Zhang, XX ;

Izatt, RM .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (21) :7270-7275

[5] PHOTORESPONSIVE PIPERAZINE MACROCYCLES [J].

HUUSKONEN, J ;

SCHULZ, J ;

KOLEHMAINEN, E ;

RISSANEN, K .

CHEMISCHE BERICHTE, 1994, 127 (11) :2267-2272

[6]

HUUSKONEN J, 1995, LIEBIGS ANN, V8, P1515

[7]

HUUSKONEN J, 1995, LIEBIGS ANN, V9, P1611

[8] N-POLYAZOLYLMETHANES .1. SYNTHESIS AND NMR-STUDY OF N,N'-DIAZOLYLMETHANES [J].

JULIA, S ;

SALA, P ;

DELMAZO, J ;

SANCHO, M ;

OCHOA, C ;

ELGUERO, J ;

FAYET, JP ;

VERTUT, MC .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1982, 19 (05) :1141-1145

[9] THE CHEMISTRY OF N-SUBSTITUTED BENZOTRIAZOLES .1. 1-(CHLOROMETHYL)-BENZOTRIAZOLE [J].

KATRITZKY, AR ;

RACHWAL, S ;

CASTER, KC ;

MAHNI, F ;

LAW, KW ;

RUBIO, O .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (04) :781-789

[10] Novel syntheses of N-pivot lariat diaza-crown ethers from 4,13-bis(benzotriazolylmethyl)-4,13-diaza-1,7,10,16-tetraoxacyclooctadecane [J].

Katritzky, AR ;

Belyakov, SA ;

Sorochinsky, AE ;

Steel, PJ ;

Schall, OF ;

Gokel, GW .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (21) :7585-7592

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