RELATIONSHIP BETWEEN C(O)-N TWIST ANGLES AND O-17 NMR CHEMICAL-SHIFTS IN A SERIES OF TWISTED AMIDES

被引：0

作者：

YAMADA, S

机构：

[1] Department of Chemistry, Faculty of Science, Ochanomizu University, Tokyo, 112, Otsuka, Bunkyo‐ku

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1995年 / 34卷 / 10期

关键词：

AMIDES; NMR SPECTROSCOPY; STRUCTURE ELUCIDATION; THIONES;

D O I：

10.1002/anie.199511131

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A linear relationship exists between the twist angle of the C(O)N bond in 1 and the difference between the 17O(or 13C) NMR chemical shift of 1 and that of the corresponding amide 2. These experimental results are of interest with regard to the discussion of the classical amide resonance model. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany

引用

收藏

页码：1113 / 1115

页数：3

相关论文

共 30 条

[1] SUBSTRATE-SPECIFICITY FOR THE HUMAN ROTAMASE FKBP - A VIEW OF FK506 AND RAPAMYCIN AS LEUCINE (TWISTED AMIDE) PROLINE MIMICS [J].

ALBERS, MW ;

WALSH, CT ;

SCHREIBER, SL .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (17) :4984-4986

[2] TORSIONAL BARRIERS IN ALPHA-KETO AMIDES - MODEL STUDIES RELATED TO THE BINDING-SITE OF FK506 [J].

BACH, RD ;

MINTCHEVA, I ;

KRONENBERG, WJ ;

SCHLEGEL, HB .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (22) :6135-6138

[3] ORIGIN OF ROTATION AND INVERSION BARRIERS [J].

BADER, RFW ;

CHEESEMAN, JR ;

LAIDIG, KE ;

WIBERG, KB ;

BRENEMAN, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (18) :6530-6536

[4] QUANTUM-THEORY OF ATOMS IN MOLECULES - DALTON REVISITED [J].

BADER, RFW ;

NGUYENDANG, TT .

ADVANCES IN QUANTUM CHEMISTRY, 1981, 14 :63-124

[5] THE INFLUENCE OF ALTERED AMIDIC RESONANCE ON THE INFRARED AND C-13 AND N-15 NMR SPECTROSCOPIC CHARACTERISTICS AND BARRIERS TO ROTATION ABOUT THE N-C(O) BOND IN SOME ANILIDES AND TOLUAMIDES [J].

BENNET, AJ ;

SOMAYAJI, V ;

BROWN, RS ;

SANTARSIERO, BD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (20) :7563-7571

[6] CONFORMATIONAL STUDIES BY DYNAMIC NMR .6. TORSIONAL BARRIERS IN 5-MEMBERED HETEROAROMATIC CARBAMIDES AND THIOCARBAMIDES [J].

BERNARDI, F ;

LUNAZZI, L ;

ZANIRATO, P ;

CERIONI, G .

TETRAHEDRON, 1977, 33 (11) :1337-1343

[7] O-17 NMR-SPECTROSCOPY - ASSESSMENT OF STERIC PERTURBATION OF STRUCTURE IN ORGANIC-COMPOUNDS [J].

BOYKIN, DW ;

BAUMSTARK, AL .

TETRAHEDRON, 1989, 45 (12) :3613-3651

[8]

BOYKIN DW, 1991, 17O NMR SPECTROSCOPY, P39

[9] DETERMINING ATOM-CENTERED MONOPOLES FROM MOLECULAR ELECTROSTATIC POTENTIALS - THE NEED FOR HIGH SAMPLING DENSITY IN FORMAMIDE CONFORMATIONAL-ANALYSIS [J].

BRENEMAN, CM ;

WIBERG, KB .

JOURNAL OF COMPUTATIONAL CHEMISTRY, 1990, 11 (03) :361-373

[10] THE EFFECT OF RING SIZE IN N-BENZOYL SATURATED HETEROCYCLIC AMIDES [J].

FONG, CW ;

GRANT, HG .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1981, 34 (11) :2307-2312