Journal of the Chemical Society Perkin Transactions 2 · 1977 · 28 citations · 0 references
Natural SciencesChemistryPhysicsOrganic ChemistryPhysical ChemistryQuantum ChemistryHeterocyclic ChemistryReaction MechanismsSubstituent EffectsSubstitution ReactionsAromatic Electronic EffectsAromaticity EffectsCarbon-13 Nuclear Magnetic ResonanceElectronic Structure EffectsHeteroatom Substitution EffectsHeterocyclic Reactivity
Proton and carbon-13 chemical shifts for 4-substituted styrenes are used to estimate σI and σR° for M(CH3)3 and CH2M(CH3)3 derivatives (M = Si, Ge, Sn, or Pb). The derived constants are consistent with previous conclusions concerning electronic effects of these groups and indicate that σ–π hyperconjugation is an important mechanism for their transmission.