Polarized naphthalimide CH donors enhance Cl- binding within an aryl-triazole receptor
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. © 2011 American Chemical Society.
Publication Source (Journal or Book title)
McDonald, K., Ramabhadran, R., Lee, S., Raghavachari, K., & Flood, A. (2011). Polarized naphthalimide CH donors enhance Cl- binding within an aryl-triazole receptor. Organic Letters, 13 (23), 6260-6263. https://doi.org/10.1021/ol202729z