Proton Resonance Spectra of Vinyl-Metallic Compounds: Part Ii. Hexavinyldigermane

Cawley, S.; Danyluk, S.

doi:10.1139/v63-271

Cited by 17 publications

(2 citation statements)

References 3 publications

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“…The coupling constants for GeVi, are in close agreement with the values reported for Ge2Vi6 (20). However, the shifts for the GeVi, protons are all slightly lower (3-7 Hz) than the corresponding shifts for Ge2Vi6.…”

Section: Comparison With Earlier Parameterssupporting

confidence: 86%

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Proton magnetic resonance spectra of vinylmetallic compounds. Part I. Tetravinyl and triphenylvinyl derivatives of Group IVB elements

Cawley¹,

Danyluk²

1968

Can. J. Chem.

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A study has been made of the proton magnetic resonance spectra for all of the Group IVB derivatives of the series MVi, and 43MVi (4 = phenyl group and Vi = vinyl group). The spectra were measured at 60 MHz as accurately as possible and the assignment of transitions was checked with a variety of supplemental aids including double irradiation, nlultiple quantum transitions, and medium effects. Final, accurate spectral parameters were derived using both iterative and exact comp~~tational methods for solution of the three-spin problem. Excellent agreement was obtained between the sets of parameters determined by the two methods.The clien~ical shifts for both series of compounds display a nunlber of characteristic trends of which the most notable is a displacenlent of the vinyl proton signals to low field with increasing atomic number of the M atom. In each series the largest shift change is noted in going from the carbon to the silicon dcrivative. These deshicldings have been attributed to the enhanced possibility of d,-p, interaction between the central M atoll1 and the vinyl group in higher nlenlbers of the series. Marked changes are also noted for the internal shifts of the vinyl protons down both series of compounds. It is concluded that these changes are principally due to the effects of the M-C bond diamagnetic anisotropy. The trends in internal shifts can be satisfactorily reproduced by the dipole approxin~ation using AX values of 4, 6, 8, 12, and 18 x cnl3 mole-' for the C, Si, Ge, Sn, and Pb-carbon bonds respectively. The signals for the vinyl protons of the &MVi series are all located to low field relative to the MVi, series. This deshielding is satisfactorily accounted for by the effects of the phenyl ring diamagnetic anisotropy in the former series.A linear correlation is observed between the sums of the coupling constants and the electronegativities, Em, of the central M atom for both series of compounds. However, the XJvalues for the &MVi series are all slightly lower than the corresponding s u n~s for the MVi4 series, indicating that the electronegativity of the phenyl group is somewhat larger than for the vinyl group.A significant solvent and concentration dependence is only noted for compounds belonging to the &MVi series. For examplc, the tratis proton of +3GeVi shifts up-field by 4 Hz while the cis proton is displaced down-field by 4 Hz as the concentration of 4,GeVi is increased to 50 mole % in carbon tetrachloride. These changes have been interpreted on the basis of a solute-solute interaction scheme of the type proposed previously for phenyl proton shifts.

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Section: Comparison With Earlier Parameterssupporting

confidence: 86%

“…A number of attempts have been made recently to rationalize the deshieldings of vinyl protons in ally1 and aryl silanes, germanes, and stannanes in terms of a resonance interaction between d, orbitals of the M atom and the p, orbitals of the vinyl group (7,8,20,(26)(27)(28). The deshieldings, i.e.…”

Section: Comparison With Earlier Parametersmentioning

confidence: 99%

Proton magnetic resonance spectra of vinylmetallic compounds. Part I. Tetravinyl and triphenylvinyl derivatives of Group IVB elements

Cawley¹,

Danyluk²

1968

Can. J. Chem.

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Synthesis ofM(IV) Organometallic Compounds, whereM = Ge,Sn,Pb

Tsangaris

Gielen²

2009

Patai's Chemistry of Functional Groups

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Organogermanium( IV ), Organotin( IV ) and Organolead( IV ) Compounds Containing at Least One M  C σ‐ or π‐Bond and/or M  M Bond Organometallic Hydrides of Germanium( IV ), Tin( IV ) and Lead( IV ) Organometallic Halides of Germanium( IV ), Tin( IV ) and Lead( IV )

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2 Hydrogen-1 NMR. Chemical shift. Substance no. 768ff

Platzer¹

2001

Chemical Shifts and Coupling Constants for Hydrogen-1. Part 4

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Proton Resonance Spectra of Vinyl-Metallic Compounds: Part Ii. Hexavinyldigermane

Abstract: not available

Cited by 17 publications

References 3 publications

Proton magnetic resonance spectra of vinylmetallic compounds. Part I. Tetravinyl and triphenylvinyl derivatives of Group IVB elements

Proton magnetic resonance spectra of vinylmetallic compounds. Part I. Tetravinyl and triphenylvinyl derivatives of Group IVB elements

Synthesis ofM(IV) Organometallic Compounds, whereM = Ge,Sn,Pb

2 Hydrogen-1 NMR. Chemical shift. Substance no. 768ff

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