Synthesis and structure of new cyclophanes containing benzofuran and benzene rings

被引:19
作者
Park, KK [1 ]
Seo, H
Kim, JG
Suh, IH
机构
[1] Chungnam Natl Univ, Dept Chem, Taejon 305764, South Korea
[2] Chungnam Natl Univ, Dept Phys, Taejon 305764, South Korea
关键词
D O I
10.1016/S0040-4039(99)02300-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Macrocycles 2-3 are synthesized by reacting 2,4-dihydroxybenzophenone with alpha,alpha'-dibromo-p-xylene and then 1,6-diiodohexane. Photoirradiation of 2 yields a new type of cyclophane 5 containing two benzo[b]furan rings via intramolecular delta-hydrogen abstraction. X-Ray analysis shows that 5 has a rectangular cavity of ca. 5.9 Angstrom x7.6 Angstrom. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1393 / 1396
页数:4
相关论文
共 7 条
[1]   SYNTHESIS OF SUBSTITUTED 2,3,5,6-TETRAARYLBENZO[1,2-B-5,4-B']DIFURANS [J].
ABDULAZIZ, M ;
AUPING, JV ;
MEADOR, MA .
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (05) :1303-1308
[2]  
Breitenbach J., 1996, COMPREHENSIVE SUPRAM, V2, P29
[3]   PHOTOLYSIS OF 2-(BENZYLOXY)-4-(DODECYLOXY)BENZOPHENONE AND 2-ISOPROPOXY-4-METHOXYBENZOPHENONE [J].
LAPPIN, GR ;
ZANNUCCI, JS .
JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (13) :1808-&
[4]   Photocyclization reactions .6. Solvent and substituent effects in the synthesis of dihydrobenzofuranols using photocyclization of 2-alkoxybenzophenones and ethyl 2-benzoylphenoxyacetates [J].
Sharshira, EM ;
Okamura, M ;
Hasegawa, E ;
Horaguchi, T .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1997, 34 (03) :861-869
[5]   A PHOTOCHEMICAL ENTRY TO SPIROBENZOFURANS [J].
SUMATHI, T ;
BALASUBRAMANIAN, KK .
TETRAHEDRON LETTERS, 1992, 33 (16) :2213-2216
[6]  
Vogtle F., 1993, CYCLOPHANE CHEM
[7]   PHOTOCYCLIZATIONS OF ORTHO-(BENZYLOXY)ACETOPHENONE AND ORTHO-(BENZYLOXY)BENZOPHENONE - EFFECTS OF VARIABLE ROTATIONAL FREEDOM ON BIRADICAL BEHAVIOR [J].
WAGNER, PJ ;
MEADOR, MA ;
SCAIANO, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (25) :7988-7989