%0 Journal Article %A Kan, Kai %A Fujiki, Michiya %A Akashi, Mitsuru %A Ajiro, Hiroharu %D 2016 %T Near-Ultraviolet Circular Dichroism of Achiral Phenolic Termini Induced by Nonchromophoric Poly(l,l‑lactide) and Poly(d,d‑lactide) %U https://acs.figshare.com/articles/journal_contribution/Near-Ultraviolet_Circular_Dichroism_of_Achiral_Phenolic_Termini_Induced_by_Nonchromophoric_Poly_l_l_lactide_and_Poly_d_d_lactide_/3571233 %R 10.1021/acsmacrolett.6b00513.s001 %2 https://acs.figshare.com/ndownloader/files/5649069 %K CH %K dichroism bands %K methoxy moiety %K chain ends %K phenolic analogs %K ring-opening initiators %K Near-Ultraviolet Circular Dichroism %K nearest-neighbor lactic acid units %K poly %K main-chain chirality %K time-dependent DFT calculations %K Termini Induced %K Poly %K Induced chirality %K chiral cyclic lactides %K luminescence band %K vanillin moiety %X Herein, we present the first induced chirality of vanillin and its phenolic analogs attached to the chain ends of poly­(l,l-lactide) and poly­(d,d-lactide). Vanillin analogs were used as chromophoric and luminophoric, but achiral, ring-opening initiators of corresponding chiral cyclic lactides. Induced chirality was evident from clear circular dichroism bands at 270–320 nm due to π–π* and n−π* transitions at the vanillin moiety. However, no circularly polarized luminescence band was detected. Density functional theory (DFT) and time-dependent DFT calculations suggested the existence of multiple through-space intramolecular CH/O interactions between the ortho-methoxy moiety of vanillin and nearest-neighbor lactic acid units. The terminus sensitively indicated whether the main-chain chirality was l or d. %I ACS Publications