Effects of Electron-Withdrawing and Electron-Donating Groups on Aromaticity in Cyclic Conjugated Polyenes
Min-Sung Ko,
Tae-Ho Roh,
Pradeep P. Desale
et al.
Abstract:Determining the aromaticity of various fluorinated benzenes is challenging as easily obtained experimental aromaticity [Δδ(H outer − H inner )] necessitates the chemical shifts of inner and outer protons. This issue was addressed in porphyrinoids by replacing the electron-withdrawing (E.W.) groups at the mesopositions of porphyrins and allyliporphyrins. Electronic effects on aromaticity in porphyrinoids have not been thoroughly examined in the literature. In porphyrins, the effect of E.W. groups is minimal, ma… Show more
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