How do peripheral substituents affect the dipole moment and charge distribution in porphyrin-VOC interactions?
Label:chem
Topic
The dipole moment and charge distribution are key factors influencing the reactivity and binding strength of porphyrin-VOC interactions. Understanding these effects can help optimize the design of CSAs for specific VOC detection.
Answer
Peripheral substituents significantly influence the dipole moment and charge distribution in porphyrin-VOC interactions. For example, MnClTPP [p-PhSO2] has the highest dipole moment (8.9 debye) among the studied porphyrins, leading to strong polarization and high reactivity with VOCs. Phenylsulfonyl groups (p-PhSO2) exert strong electron-withdrawing effects, reducing the π-electron density and enhancing the oxidation of the Mn center, thereby improving colorimetric sensing performance. In contrast, phenylmethyl groups (p-CH3) have minimal influence due to their weak electron-withdrawing capability.
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