13.2. 4 Basicity of Arylamines d Arylamines are less basic than e. alkylamines because the nitrogen lonepair electrons are delocalized by orbital overlap with the aromatic ring pi electron system and are less available for bonding As a general rule substituents that increase the reactivity of an aromatic ring toward electrophilic substitution also increase the basicity of the corresponding arylamineOrganic Chemistry Organic Chemistry Xiamen Xiamen University University 13.2.4 Basicity of Arylamines „ Arylamines are less basic than alkylamines because the nitrogen lonepair electrons are delocalized by orbital overlap with the aromatic ring pi electron system and are less available for bonding. „ As a general rule, substituents that increase the reactivity of an aromatic ring toward electrophilic substitution also increase the basicity of the corresponding arylamine