GEOMETRY OF MYRTENAL . A DETAILED ANALYSIS OF NUCLEAR MAGNETIC RESONANCE SPECTRUM OF A BICYCLO=3.1.1'HEPTENE-2 SYSTEM

被引：39

作者：

KAPLAN, F

SCHULZ, CO

WEISLEDE.D

KLOPFENS.C

机构：

[1] Department of Chemistry, University of Cincinnati, Cincinnati

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1968年 / 33卷 / 05期

关键词：

D O I：

10.1021/jo01269a005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Detailed analyses of nuclear magnetic resonance spectra of myrtenal (I) are reported. The magnitude of spin-spin coupling through two, three, and four bonds is used to define the geometry of the system and is discussed, in part, in terms of bridged cyclobutanes. A large four-bond coupling (5.78 cps) is found between bridgehead protons. © 1968, American Chemical Society. All rights reserved.

引用

收藏

页码：1728 / &

相关论文

共 16 条

[1] ANGULAR DEPENDENCE OF LONG-RANGE PROTON COUPLING CONSTANTS ACROSS FOUR BONDS [J].

BARFIELD, M .

JOURNAL OF CHEMICAL PHYSICS, 1964, 41 (12) :3825-&

[2] NUCLEAR MAGNETIC RESONANCE SPECTRAL PARAMETERS IN BICYCLO[3.1.1]HEPTANES . ALPHA-PINENE, MYRTENAL, AND VERBENONE [J].

BATES, RB ;

THALACKE.VP .

JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (05) :1730-&

[3] ANALYSIS OF NMR SPECTRA BY LEAST SQUARES [J].

CASTELLANO, S ;

BOTHNERB.AA .

JOURNAL OF CHEMICAL PHYSICS, 1964, 41 (12) :3863-+

[4]

Cookston R.C., 1966, TETRAHEDRON S, V22, P355

[5] NUCLEAR MAGNETIC RESONANCE SPECTRA OF 5-SUBSTITUTED BICYCLO[2,2,1]HEPT-2-ENES [J].

FOSTER, RG ;

MCIVOR, MC .

CHEMICAL COMMUNICATIONS, 1967, (06) :280-&

[6] CONFORMATIONS .6. VINYL-ALLYLIC PROTON SPIN COUPLINGS [J].

GARBISCH, EW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (24) :5561-+

[7]

HERITIER A, 1927, ANN, V459, P171

[8]

JEFFORD C, 1965, CHEM COMMUN, P617

[9] STEREOCHEMISTRY OF BICYCLO[3.2.1]OCTANE SYSTEM .3. ADDITION OF DIHALOCARBENE TO BICYCLIC OLEFINS [J].

JEFFORD, CW ;

MAHAJAN, S ;

WASLYN, J ;

WAEGELL, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (10) :2183-+

[10] STEREOCHEMISTRY OF BICYCLO[3.2.1]OCTANE SYSTEM .4. SOME LONG-RANGE COUPLINGS OF VINYL AND ALLYLIC PROTONS [J].

JEFFORD, CW ;

WAEGELL, B ;

RAMEY, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (10) :2191-&