Cyclopropyl Homoconjugation—Experimental Facts and Interpretations

This chapter contains sections titled: Introduction Requirements and Criteria for Homoconjugation and Homoaromaticity Role of Homoconjugation and Homoaromaticity in Organic Chemistry Organization of the Chapter Homoconjugation in Acyclic Systems Monohomoaromatic and Homoantiaromatic Cations Homotropenylium Ions NMR and Magnetic Properties of Homotropenylium Ions Absorption Spectra Structural Studies Thermochemical Measurements Theoretical Calculations Homocyclopropenium Ions and Related 2π‐electron Systems Boron Analogues of the Homocyclopropenium Ions Bicyclo[3.1.0]hexenyl and Cyclohexadienyl Cations Structures of the Cations Rearrangements of Bicyclo[3.1.0]hexenyl Cations Higher Homoaromatic Cations Bishomotropenylium Ions Bishomocyclopropenium Ions Trishomocyclopropenium Ions Bishomoantiaromatic Cations Neutral Homoaromatic Systems Monohomoaromatic Systems Bis‐ and Higher Homoaromatic Systems Homoaromatic Anions Concluding Remarks Acknowledgements References Introduction Requirements and Criteria for Homoconjugation and Homoaromaticity Role of Homoconjugation and Homoaromaticity in Organic Chemistry Organization of the Chapter Requirements and Criteria for Homoconjugation and Homoaromaticity Role of Homoconjugation and Homoaromaticity in Organic Chemistry Organization of the Chapter Homoconjugation in Acyclic Systems Monohomoaromatic and Homoantiaromatic Cations Homotropenylium Ions NMR and Magnetic Properties of Homotropenylium Ions Absorption Spectra Structural Studies Thermochemical Measurements Theoretical Calculations Homocyclopropenium Ions and Related 2π‐electron Systems Boron Analogues of the Homocyclopropenium Ions Bicyclo[3.1.0]hexenyl and Cyclohexadienyl Cations Structures of the Cations Rearrangements of Bicyclo[3.1.0]hexenyl Cations Homotropenylium Ions NMR and Magnetic Properties of Homotropenylium Ions Absorption Spectra Structural Studies Thermochemical Measurements Theoretical Calculations NMR and Magnetic Properties of Homotropenylium Ions Absorption Spectra Structural Studies Thermochemical Measurements Theoretical Calculations Homocyclopropenium Ions and Related 2π‐electron Systems Boron Analogues of the Homocyclopropenium Ions Boron Analogues of the Homocyclopropenium Ions Bicyclo[3.1.0]hexenyl and Cyclohexadienyl Cations Structures of the Cations Rearrangements of Bicyclo[3.1.0]hexenyl Cations Structures of the Cations Rearrangements of Bicyclo[3.1.0]hexenyl Cations Higher Homoaromatic Cations Bishomotropenylium Ions Bishomocyclopropenium Ions Trishomocyclopropenium Ions Bishomoantiaromatic Cations Bishomotropenylium Ions Bishomocyclopropenium Ions Trishomocyclopropenium Ions Bishomoantiaromatic Cations Neutral Homoaromatic Systems Monohomoaromatic Systems Bis‐ and Higher Homoaromatic Systems Monohomoaromatic Systems Bis‐ and Higher Homoaromatic Systems Homoaromatic Anions Concluding Remarks Acknowledgements References