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Polarized Naphthalimide CH Donors Enhance Cl Binding within an Aryl-Triazole Receptor

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journal contribution
posted on 22.02.2016, 12:37 authored by Kevin P. McDonald, Raghunath O. Ramabhadran, Semin Lee, Krishnan Raghavachari, Amar H. Flood
The dipolar character of 1,8-naphthalimide together with polarization of the C4–H and C5–H donors has been utilized in receptor 1 to effectively bind chloride alongside triazole and phenylene units. The Cl binding strength of 1 shows that the naphthalimide provides greater anion stabilization than an unactivated phenylene, and DFT calculations show that its collinear donor array can be a “urea-like” analog for CH···anion interactions.