THEORETICAL-STUDY OF CH-PI INTERACTION - SIGNIFICANT ENHANCEMENT OF CD SPECTRA DUE TO THE PARTICIPATION OF CH-PI INTERACTION

被引：9

作者：

ARAKI, S

SAKAKIBARA, K

HIROTA, M

NISHIO, M

TSUZUKI, S

TANABE, K

机构：

[1] MEIJI SEIKA KAISHA LTD,CENT RES LABS,YOKOHAMA,KANAGAWA 222,JAPAN

[2] NATL CHEM LAB IND,TSUKUBA 305,JAPAN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 45期

关键词：

D O I：

10.1016/0040-4039(91)80228-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rotatory strengths of alpha-phellandrene and related compounds were calculated on the basis of Rosenfeld theory by using AM1 molecular orbitals. Calculated geometries and rotatory strengths indicated that significant enhancement of CD spectrum would be expected to occur for the conformers where CH-pi interaction was possible.

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页码：6587 / 6590

页数：4

相关论文

共 12 条

[1] PREFERRED CONFORMATION OF 1-PHENYL-2-PROPANOL - ABINITIO AND MOLECULAR MECHANICS CALCULATIONS WITH GEOMETRY OPTIMIZATION [J].

ABE, K ;

HIROTA, M ;

MOROKUMA, K .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1985, 58 (09) :2713-2714

[2] ISOTOPE EFFECTS IN MOLECULAR MECHANICS (MM2) CALCULATIONS ON DEUTERIUM COMPOUNDS [J].

ALLINGER, NL ;

FLANAGAN, HL .

JOURNAL OF COMPUTATIONAL CHEMISTRY, 1983, 4 (03) :399-403

[3] COTTON EFFECT BEHAVIOR OF SKEWED 1,3-CYCLOHEXADIENES - EVIDENCE FOR DOMINANCE OF HOMOANNULAR ALLYLIC CHIRALITY CONTRIBUTIONS [J].

BURGSTAHLER, AW ;

WEIGEL, LO ;

GAWRONSKI, JK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (10) :3015-3016

[4]

de Kok A. J., 1974, Acta Crystallographica, Section B (Structural Crystallography and Crystal Chemistry), VB30, P1695, DOI 10.1107/S0567740874005644

[5]

DEKOK AJ, 1975, ACTA CRYSTALLOGR B, V31, P1535

[6]

DEKOK AJ, 1975, ACTA CRYSTALLOGR B, V31, P2818

[7] THE DEVELOPMENT AND USE OF QUANTUM-MECHANICAL MOLECULAR-MODELS .76. AM1 - A NEW GENERAL-PURPOSE QUANTUM-MECHANICAL MOLECULAR-MODEL [J].

DEWAR, MJS ;

ZOEBISCH, EG ;

HEALY, EF ;

STEWART, JJP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) :3902-3909

[8] CALCULATION OF OPTICAL ROTATIONAL STRENGTH BY MEANS OF VARIOUS TYPES OF MOLECULAR-ORBITALS [J].

IMAMURA, A ;

TSURUTA, T ;

HIRANO, T ;

NAGATA, C .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1972, 45 (02) :396-+

[9]

MOSCOWITZ A, 1961, J AM CHEM SOC, V83, P4660

[10] SUBSTITUENT EFFECTS ON THE POPULATIONS OF ROTATIONAL ISOMERS IN 9-BENZYL-8,13-DICHLORO-1-METHYLTRIPTYCENES - EVIDENCE FOR THE PRESENCE OF CH3=PI INTERACTIONS [J].

NAKAI, Y ;

YAMAMOTO, G ;

OKI, M .

CHEMISTRY LETTERS, 1987, (01) :89-92