RESTRICTED ROTATION INVOLVING THE TETRAHEDRAL CARBON .25. BARRIERS TO EXCHANGE BETWEEN DL-FORMS AND MESO-FORMS OF 9-(ARYLMETHYL)TRIPTYCENES

被引：11

作者：

KONO, M ^{[1
]}

KIHARA, H ^{[1
]}

NAKAMURA, N ^{[1
]}

SUZUKI, F ^{[1
]}

OKI, M ^{[1
]}

机构：

[1] UNIV TOKYO, FAC SCI, DEPT CHEM, TOKYO 113, JAPAN

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1979年 / 52卷 / 06期

关键词：

D O I：

10.1246/bcsj.52.1682

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Barriers to exchange between dl and meso forms via rotation about the C9-Gsubst bond of 9-(aryImethyl)-l, 4-dimethoxytriptycenes are obtained by the use of the methoxyl signals in the 1H NMR spectra. It is found that, although the population ratios are affected by the substituent in the 9 position, the enthalpy of activation for the rotation is almost invariant at ca. 10 kcal/mol.

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页码：1682 / 1685

页数：4

相关论文

共 13 条

[1]

Binsch G, 1968, TOP STEREOCHEM, V3, P97

[2] DYNAMIC C-13 NMR-STUDIES [J].

GRISHIN, YK ;

SERGEYEV, NM ;

SUBBOTIN, OA ;

USTYNYUK, YA .

MOLECULAR PHYSICS, 1973, 25 (02) :297-310

[3] THE STEREOCHEMISTRY OF 10-BENZYLIDENEANTHRONE AND 9-BENZYLIDENEFLUORENE [J].

INGRAM, VM .

JOURNAL OF THE CHEMICAL SOCIETY, 1950, (SEP) :2318-2324

[4] RESTRICTED ROTATION INVOLVING TETRAHEDRAL CARBON .10. BARRIERS TO ROTATION OF METHYL-GROUPS IN 9-METHYLTRIPTYCENE DERIVATIVES [J].

NAKAMURA, M ;

OKI, M ;

NAKANISH.H ;

YAMAMOTO, O .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1974, 47 (10) :2415-2419

[5]

NAKAMURA M, 1979, TETRAHEDRON LETT, P527

[6] UNUSUALLY HIGH BARRIERS TO ROTATION INVOLVING TETRAHEDRAL CARBON-ATOM [J].

OKI, M .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1976, 15 (02) :87-93

[7] RESTRICTED ROTATION INVOLVING THE TETRAHEDRAL CARBON .26. CERTAINTIES AND UNCERTAINTIES INVOLVED IN THE RATES OF EXCHANGE AMONG 3 SITES AS OBTAINED BY TOTAL LINE-SHAPE ANALYSES OF H-1-NMR SPECTRA - CASE OF METHYLENE SIGNALS [J].

OKI, M ;

KONO, M ;

KIHARA, H ;

NAKAMURA, N .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1979, 52 (06) :1686-1691

[8] HINDERED ROTATION AROUND C(9)-CH2CL BONDS IN CHLOROMETHYLTRIPTYCENES [J].

SERGEYEV, NM ;

SKVARCHE.VR ;

ABDULLA, KF .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1972, (07) :368-&

[9] EVALUATION OF NUCLEAR MAGNETIC-RESONANCE TOTAL LINE SHAPE ANALYSIS OF UNCOUPLED, EXCHANGING 2-SITE SYSTEMS [J].

SHOUP, RR ;

BECKER, ED ;

MCNEEL, ML .

JOURNAL OF PHYSICAL CHEMISTRY, 1972, 76 (01) :71-&

[10] RESTRICTED ROTATION INVOLVING TETRAHEDRAL CARBON .14. CONFORMATIONAL EQUILIBRIA AND ATTRACTIVE INTERACTIONS IN SUBSTITUTED 9-BENZYLTRIPTYCENES [J].

SUZUKI, F ;

OKI, M .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1975, 48 (02) :596-604