Nuclear Magnetic Resonance Studies. XXIII. Long-range 1H–1H Couplings (JHCCOCH) in some Methyl Bicyclo[2.2.1]heptane-2-carboxylates

H. Brouwer; J. B. Stothers

doi:10.1139/v71-348

Nuclear Magnetic Resonance Studies. XXIII. Long-range 1H–1H Couplings (JHCCOCH) in some Methyl Bicyclo[2.2.1]heptane-2-carboxylates

Canadian Journal of Chemistry ◽

10.1139/v71-348 ◽

1971 ◽

Vol 49 (12) ◽

pp. 2152-2155 ◽

Cited By ~ 6

Author(s):

H. Brouwer ◽

J. B. Stothers

Keyword(s):

Nuclear Magnetic Resonance ◽

Magnetic Resonance ◽

Long Range ◽

Coupling Constants ◽

Magnetic Resonance Studies ◽

Nuclear Magnetic

The methoxyl proton signals of several 3-substituted 2-carbomethoxybicyclo[2.2.1]hept-5-enes and -heptanes appear as doublets because of 1H–1H coupling over five σ-bonds (5J). The dependence of these long-range coupling constants on the nature and orientation of 2- and 3- substituents is discussed in terms of the probable conformations of the 2-carbomethoxyl groups.

Nuclear magnetic resonance studies. XVIII.The proton parameters of some bicyclo[2•2•2]octane derivatives

Canadian Journal of Chemistry ◽

10.1139/v69-583 ◽

1969 ◽

Vol 47 (19) ◽

pp. 3515-3528 ◽

Cited By ~ 13

Author(s):

Gurudata Gurudata ◽

J. B. Stothers

Keyword(s):

Nuclear Magnetic Resonance ◽

Magnetic Resonance ◽

High Resolution ◽

Long Range ◽

Coupling Constants ◽

Magnetic Resonance Studies ◽

Anisotropic Effect ◽

Shielding Effects ◽

Nuclear Magnetic

The high resolution proton spectra of ten substituted bicyclo[2•2•2]octenes and octanes have been analyzed. The proton shieldings and coupling constants are discussed with particular emphasis on the stereochemical dependence of these parameters. Evidence bearing on the anisotropic effect of carbonyl bonds is presented to substantiate other recent findings on these shielding effects. Certain long-range couplings permit stereochemical assignments.

Phosphorus–fluorine compounds. Part XII. Phosphorus-31 and fluorine-19 nuclear magnetic resonance studies on fluorophosphine molybdenum complexes. Evaluation of geminal phosphorus–phosphorus spin-coupling constants, |2JPP′|, in cis-disubstituted octahedral complexes

Journal of the Chemical Society A Inorganic Physical Theoretical ◽

10.1039/j19690001082 ◽

1969 ◽

Vol 0 (0) ◽

pp. 1082-1087 ◽

Cited By ~ 20

Author(s):

C. G. Barlow ◽

J. F. Nixon ◽

J. R. Swain

Keyword(s):

Nuclear Magnetic Resonance ◽

Magnetic Resonance ◽

Coupling Constants ◽

Spin Coupling ◽

Molybdenum Complexes ◽

Magnetic Resonance Studies ◽

Fluorine Compounds ◽

Spin Coupling Constants ◽

In Cis ◽

Nuclear Magnetic

Nuclear magnetic resonance studies on cis-bicyclo[3.3.0] oct-7-en-2-yl derivatives. Long range magnetic anisotropic effect on olefinic protons by the endo-carbonyl group

The Journal of Organic Chemistry ◽

10.1021/jo00955a014 ◽

1973 ◽

Vol 38 (15) ◽

pp. 2640-2644 ◽

Cited By ~ 6

Author(s):

Kahee Fujita ◽

Kazuhiko Hata ◽

Ryohei Oda ◽

Iwao Tabushi

Keyword(s):

Nuclear Magnetic Resonance ◽

Magnetic Resonance ◽

Carbonyl Group ◽

Long Range ◽

Magnetic Resonance Studies ◽

Anisotropic Effect ◽

Nuclear Magnetic

Studies of specifically fluorinated carbohydrates. Part I. Nuclear magnetic resonance studies of hexopyranosyl fluoride derivatives

Canadian Journal of Chemistry ◽

10.1139/v69-001 ◽

1969 ◽

Vol 47 (1) ◽

pp. 1-17 ◽

Cited By ~ 122

Author(s):

L. D. Hall ◽

J. F. Manville ◽

N. S. Bhacca

Keyword(s):

Nuclear Magnetic Resonance ◽

Magnetic Resonance ◽

Angular Dependence ◽

Chemical Shifts ◽

Relative Orientation ◽

Coupling Constants ◽

Pyranose Ring ◽

Spectral Parameters ◽

Magnetic Resonance Studies ◽

Nuclear Magnetic

A detailed study has been made of both the 1H and 19F nuclear magnetic resonance (n.m.r.) spectra of a series of hexopyranosyl fluoride derivatives. Some of the 1H spectra were measured at 220 MHz. The 1H spectral parameters define both the configuration and the conformation of each of these derivatives. Study of the 19F n.m.r. parameters revealed several stereospecific dependencies. The 19F chemical shifts depend upon, (a) the orientation of the fluorine substituent with respect to the pyranose ring and, (b) the relative orientation of other substituents attached to the ring; for acetoxy substituents, these configurational dependencies appear to be additive. The vicinal19F–1H coupling constants exhibit a marked angular dependence for which Jtrans = ca. 24 Hz whilst Jgauche = 1.0 to 1.5 Hz for [Formula: see text] and 7.5 to 12.6 Hz for [Formula: see text] The geminal19F–1H couplings depend on the orientation of the substituent at C-2; when this substituent is equatorial JF,H is ca. 53.5 Hz and when it is axial the value is ca. 49 Hz.

Studies of specifically fluorinated carbohydrates. Part II. Nuclear magnetic resonance studies of pentopyranosyl fluoride derivatives

Canadian Journal of Chemistry ◽

10.1139/v69-002 ◽

1969 ◽

Vol 47 (1) ◽

pp. 19-30 ◽

Cited By ~ 59

Author(s):

L. D. Hall ◽

J. F. Manville

Keyword(s):

Nuclear Magnetic Resonance ◽

Magnetic Resonance ◽

Magnetic Resonance Spectroscopy ◽

Nuclear Magnetic Resonance Spectroscopy ◽

Chemical Shifts ◽

Coupling Constants ◽

Resonance Spectroscopy ◽

Magnetic Resonance Studies ◽

Conformational Model ◽

Nuclear Magnetic

Detailed studies, by 1H and 19F nuclear magnetic resonance spectroscopy, of a series of fully esterified pentopyranosyl fluorides, show that all such derivatives favor that conformer in which the fluorine substituent is axially oriented. This conclusion is supported by separate considerations of the vicinal and geminal19F–1H and 1H–1H coupling constants, of the long-range (4J) 1H–1H and 19F–1H coupling constants and of the 19F chemical shifts. The limitations of the above conformational model are discussed.

Nuclear magnetic resonance studies of phenoxy radicals. Hyperfine coupling constants and spin densities of a series of partially fluorinated radicals

The Journal of Physical Chemistry ◽

10.1021/j100691a008 ◽

1971 ◽

Vol 75 (22) ◽

pp. 3462-3465 ◽

Cited By ~ 9

Author(s):

Siddick Icli ◽

Robert W. Kreilick

Keyword(s):

Nuclear Magnetic Resonance ◽

Magnetic Resonance ◽

Hyperfine Coupling ◽

Coupling Constants ◽

Hyperfine Coupling Constants ◽

Magnetic Resonance Studies ◽

Phenoxy Radicals ◽

Spin Densities ◽

Nuclear Magnetic

Nuclear Magnetic Resonance Studies of Sulfur Compounds. II. The Substituent Effect on Geminal Coupling Constants and on Magnetic Nonequivalence of the Methylene Protons of Sulfoxides.

Chemical and Pharmaceutical Bulletin ◽

10.1248/cpb.15.1669 ◽

1967 ◽

Vol 15 (11) ◽

pp. 1669-1676 ◽

Cited By ~ 10

Author(s):

Motohiro Nishio

Keyword(s):

Nuclear Magnetic Resonance ◽

Magnetic Resonance ◽

Substituent Effect ◽

Sulfur Compounds ◽

Coupling Constants ◽

Magnetic Resonance Studies ◽

Geminal Coupling ◽

Nuclear Magnetic

Nuclear magnetic resonance studies of 1, 3-butadienes VII. Coupling constants involving the methyl protons of penta- and hexadienes

Journal of Magnetic Resonance (1969) ◽

10.1016/0022-2364(70)90065-x ◽

1970 ◽

Vol 2 (2) ◽

pp. 150-163 ◽

Cited By ~ 11

Author(s):

P Albriktsen ◽

A.V Cunliffe ◽

R.K Harris

Keyword(s):

Nuclear Magnetic Resonance ◽

Magnetic Resonance ◽

Coupling Constants ◽

Magnetic Resonance Studies ◽

Nuclear Magnetic

Nuclear magnetic resonance studies of long-range fluorine spin couplings

Journal of the American Chemical Society ◽

10.1021/ja00735a057 ◽

1971 ◽

Vol 93 (6) ◽

pp. 1535-1537 ◽

Cited By ~ 28

Author(s):

Kenneth L. Servis ◽

Frederick R. Jerome

Keyword(s):

Nuclear Magnetic Resonance ◽

Magnetic Resonance ◽

Long Range ◽

Magnetic Resonance Studies ◽

Nuclear Magnetic

Nuclear magnetic resonance studies of long-range carbon-13 spin couplings

Journal of the American Chemical Society ◽

10.1021/ja00771a061 ◽

1972 ◽

Vol 94 (16) ◽

pp. 5896-5897 ◽

Cited By ~ 34

Author(s):

F. R. Jerome ◽

K. L. Servis

Keyword(s):

Nuclear Magnetic Resonance ◽

Magnetic Resonance ◽

Long Range ◽

Magnetic Resonance Studies ◽

Nuclear Magnetic