Stable carbocations. CLXXVI. 3-Nortricyclyl cations. Question of charge delocalization in rigid cyclopropylcarbinyl systems
摘要:
A series of 3-nortricyclyl cations 1-R (R = H, CH3, CH2CH3, OH, C6H5, Cl and F) have been prepared under stable ion conditions and characterized by proton and carbon-13 NMR spectroscopy. NMR data indicate that both secondary and tertiary 3-nortricyclyl cations are classical carbenium ion with charge delocalization into the cyclopropyl ring. Steric factors and molecular rigidity of carbocations investigated are of great importance in dealing with the question of the mode of charge delocalization.
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DOI:
10.1021/ja00840a052
被引量:
年份:
1975
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