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. 2018 Jan 31;19(1):76–100. doi: 10.1080/14686996.2017.1422224

Table 1. Classification of substituent effects on.

Substituent Character relative to H Orbital interaction Narrowing effect of energy gap
‒COOH Electron withdrawing LUMO Weak
graphic file with name TSTA_A_1422224_ILG0001_B.gif Electron withdrawing LUMO Weak
‒OH Electron donating HOMO Weak
graphic file with name TSTA_A_1422224_ILG0002_B.gif Electron donating HOMO Moderate
‒NH2 Electron donating HOMO Moderate
‒N(CH3)2 Electron donating HOMO Moderate
graphic file with name TSTA_A_1422224_ILG0003_B.gif Electron donating LUMO Moderate
graphic file with name TSTA_A_1422224_ILG0004_B.gif Electron donating LUMO Moderate
graphic file with name TSTA_A_1422224_ILG0005_B.gif Electron donating LUMO Strong
graphic file with name TSTA_A_1422224_ILG0006_B.gif Electron donating LUMO Strong