Regioselective Rearrangement of Bridgehead-Methyl-Substituted Radical Cations Derived from Bicyclo [2.1. 0] pentanes and 2, 3-Diazabicyclo [2.2. 1] hept-2-enes …

W Adam, C Sahin, J Sendelbach, H Walter…

Index: Adam; Sahin; Sendelbach; Walter; Chen; Williams Journal of the American Chemical Society, 1994 , vol. 116, # 6 p. 2576 - 2584

Full Text: HTML

Citation Number: 43

Abstract

Abstract: Cyclopentane-1, 3-diyl radical cations were generated from the 1-methyl-and 1, 4- dimethyl substituted bicycle [2.1. O] pentanes lb, c through photoinduced electron transfer (PET) and radiolytic oxidation. The unsymmetrical bridgehead-substituted bicyclopentane lb rearranged spontaneously and exclusively to the 3-methylcyclopentene 3b under PET conditions. ESR studies showed similarly that 3b'+ was the only final oxidation product of ...

Related Articles:

Reactions of methyl-substituted cyclopentanones with lithium aluminum hydride and methyllithium. Structural determinations and proton nuclear magnetic resonance …

[Rei,M.-H. Journal of Organic Chemistry, 1978 , vol. 43, # 11 p. 2173 - 2178]

Stereochemistry of 1, 2-Dimethyl-3-isopropylcyclopentane

[Sisido,K. et al. Journal of Organic Chemistry, 1966 , vol. 31, p. 2795 - 2802]

Stereochemistry of 1, 2-Dimethyl-3-isopropylcyclopentane

[Sisido,K. et al. Journal of Organic Chemistry, 1966 , vol. 31, p. 2795 - 2802]

Denitrogenation of bicyclic azoalkanes through photosensitized electron transfer: generation and intramolecular trapping of radical cations

[Adam, Waldemar; Sendelbach, Juergen Journal of Organic Chemistry, 1993 , vol. 58, # 20 p. 5316 - 5322]

Electrophilic cleavage of cyclopropanes. Acetolysis of bicyclo [2.1. 0] pentane and bicyclo [3.1. 0] hexane

[Wiberg,K.B.; Kass,S.R.; Bishop,K.C. Journal of the American Chemical Society, 1985 , vol. 107, p. 996]

More Articles...