Substitution effects on reactivity and philicity of 1,3-diarylphosphole-2-ylidenes was assessed using the following calculations: global electrophilicity (ω) and nucleophilicity (N) for philicity with the Gaussian 09 package using density functional theory (DFT) at B3LYP/6-311++G** level. Calculations showed that P-Heterocyclic carbene with NH2 group at para position of aryl substituent, had the highest nucleophilicity.