DETERMINATION OF THE PREFERRED CONFORMATION OF A MACROCYCLIC BIS(BIBENZYL) BY NUCLEAR-MAGNETIC-RESONANCE SPECTROSCOPY AND MOLECULAR MECHANICS CALCULATIONS

被引：5

作者：

KAJTARPEREDY, M

KESERU, GM

NOGRADI, M

机构：

[1] HUNGARIAN ACAD SCI,ALKALOID CHEM RES GRP,POB 91,H-1521 BUDAPEST,HUNGARY

[2] HUNGARIAN ACAD SCI,CENT RES INST CHEM,H-1525 BUDAPEST,HUNGARY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1993年 / 03期

关键词：

D O I：

10.1039/p29930000563

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The highly resolved H-1 NMR spectrum of an intermediate 2 in the synthesis of the macrocyclic bis(bibenzyl) plagiochin C 1 allows its conformation to be studied by DIFNOE experiments supported by molecular mechanics calculations and calculation of coupling constants.

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页码：563 / 565

页数：3

相关论文

共 16 条

[1]

ASAKAWA Y, 1983, J ORG CHEM, V48, P2164, DOI 10.1021/jo00161a009

[2] CHEMOSYSTEMATICS OF BRYOPHYTES .15. DISTRIBUTION OF NOVEL CYCLIC BISBIBENZYLS IN MARCHANTIA AND RICCARDIA SPECIES [J].

ASAKAWA, Y ;

TOYOTA, M ;

MATSUDA, R ;

TAKIKAWA, K ;

TAKEMOTO, T .

PHYTOCHEMISTRY, 1983, 22 (06) :1413-1415

[3] CYCLIC BIS(BIBENZYLS) AND RELATED-COMPOUNDS FROM THE LIVERWORTS MARCHANTIA-POLYMORPHA AND MARCHANTIA-PALMATA [J].

ASAKAWA, Y ;

TORI, M ;

TAKIKAWA, K ;

KRISHNAMURTY, HG ;

KAR, SK .

PHYTOCHEMISTRY, 1987, 26 (06) :1811-1816

[4] EFFECT OF HYPERCONJUGATION ON GEMINAL SPIN-SPIN COUPLING CONSTANT [J].

BARFIELD, M ;

GRANT, DM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (13) :1899-&

[5] TOTAL SYNTHESES OF RICCARDIN-A, RICCARDIN-B, AND RICCARDIN-C, CYTOTOXIC MACROCYCLIC BIS(BIBENZYLS) FROM LIVERWORTS [J].

GOTTSEGEN, A ;

NOGRADI, M ;

VERMES, B ;

KAJTARPEREDY, M ;

BIHATSIKARSAI, E .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (02) :315-320

[6] ANGULAR DEPENDENCE OF ELECTRON-COUPLED PROTON INTERACTIONS IN CH2 GROUPS [J].

GUTOWSKY, HS ;

KARPLUS, M ;

GRANT, DM .

JOURNAL OF CHEMICAL PHYSICS, 1959, 31 (05) :1278-1289

[7] THE RELATIONSHIP BETWEEN PROTON-PROTON NMR COUPLING-CONSTANTS AND SUBSTITUENT ELECTRONEGATIVITIES .1. AN EMPIRICAL GENERALIZATION OF THE KARPLUS EQUATION [J].

HAASNOOT, CAG ;

DELEEUW, FAAM ;

ALTONA, C .

TETRAHEDRON, 1980, 36 (19) :2783-2792

[8] PLAGIOCHIN-A, PLAGIOCHIN-B, PLAGIOCHIN-C, AND PLAGIOCHIN-D, NEW TYPE OF MACROCYCLIC BIS(BIBENZYLS) HAVING A BIPHENYL LINKAGE BETWEEN THE ORTHO-POSITIONS TO THE BENZYL METHYLENES, FROM THE LIVERWORT PLAGIOCHILA-ACANTHOPHYLLA SUBSP JAPONICA [J].

HASHIMOTO, T ;

TORI, M ;

ASAKAWA, Y ;

FUKAZAWA, Y .

TETRAHEDRON LETTERS, 1987, 28 (50) :6295-6298

[9]

HUNECK S, 1988, J CHEM SOC S, P79

[10] TOTAL SYNTHESIS OF PLAGIOCHIN-C AND PLAGIOCHIN-D, MACROCYCLIC BIS(BIBENZYL) CONSTITUENTS OF PLAGIOCHILA-ACANTOPHYLLA [J].

KESERU, GM ;

MEZEYVANDOR, G ;

NOGRADI, M ;

VERMES, B ;

KAJTARPEREDY, M .

TETRAHEDRON, 1992, 48 (05) :913-922