SYNTHESIS AND STRUCTURE OF [3.3]ORTHOCYCLOPHANE

被引：23

作者：

WANG, ZH ^{[1
]}

USUI, S ^{[1
]}

FUKAZAWA, Y ^{[1
]}

机构：

[1] HIROSHIMA UNIV, FAC SCI, DEPT CHEM, HIROSHIMA 724, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1993年 / 66卷 / 04期

关键词：

D O I：

10.1246/bcsj.66.1239

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The title compound (1) was synthesized by desulfurization of 2,13-dithia[4.4]orthocyclophane. The molecular structure of 1 which has antiperiplanar arrangement of the two benzene rings was obtained by an X-ray crystallographic analysis. Molecular mechanics calculation using MM3 and our MMRS program has indicated that the anti structure found in crystal is the most stable conformer. Variable temperature H-1 NMR measurement has disclosed that the contribution of the conformers other than the anti is negligible.

引用

页码：1239 / 1243

页数：5

共 35 条

[21] MOLECULAR MECHANICS - THE MM3 FORCE-FIELD FOR HYDROCARBONS .2. VIBRATIONAL FREQUENCIES AND THERMODYNAMICS [J].

LII, JH ;

ALLINGER, NL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (23) :8566-8575

[22]

MITCHELL R, 1983, SERIES MONOGRAPHS, P275

[23] SYNTHESES OF [2.2]METACYCLOPHANE-1,9-DIENE AND TRANS-15,16-DIHYDROPYRENE [J].

MITCHELL, RH ;

BOEKELHE.V .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (11) :3510-+

[24] DIRECT OBSERVATION OF CHAIR AND BOAT CONFORMATIONS FOR DIBENZOCYCLOOCTA-1,5-DIENE BY NUCLEAR MAGNETIC-RESONANCE [J].

MONTECAL.D ;

STJACQUE.M ;

WASYLISH.R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (06) :2023-2024

[25] STRUCTURES OF 2,11-DITHIA[3.3]ORTHOCYCLOPHANE AND ITS DISELENA ANALOG [J].

OKAJIMA, T ;

WANG, ZH ;

FUKAZAWA, Y .

TETRAHEDRON LETTERS, 1989, 30 (12) :1551-1554

[26] STRUCTURE OF 2,11-DIOXA[3.3]ORTHOCYCLOPHANE [J].

OKAJIMA, T ;

WANG, ZH ;

FUKAZAWA, Y .

CHEMISTRY LETTERS, 1991, (01) :37-40

[27] CONFORMATIONAL MOBILITY IN CIS CIS-1,6-CYCLODECADIENES [J].

ROBERTS, BW ;

VOLLMER, JJ ;

SERVIS, KL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (19) :5264-&

[28] CONFORMATIONAL MOBILITY IN CIS,CIS-1,6-CYCLODECADIENES [J].

ROBERTS, BW ;

VOLLMER, JJ ;

SERVIS, KL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (14) :4578-4584

[29] CONFORMATIONAL-ANALYSIS OF 12,12,21,21-TETRADEUTERIO-1,4-DIOXA-[4.3.3](1,3,5) CYCLOPHANE [J].

SAKO, K ;

HIRAKAWA, T ;

FUJIMOTO, N ;

SHINMYOZU, T ;

INAZU, T ;

HORIMOTO, H .

TETRAHEDRON LETTERS, 1988, 29 (48) :6275-6278

[30]

SAKURAI T, 1907, REP I PHYS CHEM RES, V56, P69

← 1 2 3 4 →