TY - JOUR
AU1 - Shioukhi, Israa
AU2 - Batchu, Harikrishna
AU3 - Schwartz, Gal
AU4 - Minion, Louis
AU5 - Deree, Yinon
AU6 - Bogoslavsky, Benny
AU7 - Shimon, Linda J. W.
AU8 - Wade, Jessica
AU9 - Hoffman, Roy
AU1 - Fuchter, Matthew J.
AU1 - Markovich, Gil
AU1 - Gidron, Ori
AB - Helicity is expressed differently in ortho‐ and para‐fused acenes—helicenes and twistacenes, respectively. While the extent of helicity is constant in helicenes, it can be tuned in twistacenes, and the handedness of flexible twistacenes is often determined by more rigid helicenes. Here, we combine helicenes with rigid twistacenes consisting of a tunable degree of twisting, forming helitwistacenes. While the X‐ray structures reveal that the connection does not affect the helicity of each moiety, their electronic circular dichroism (ECD) and circularly polarized luminescence (CPL) spectra are strongly affected by the helicity of the twistacene unit, resulting in solvent‐induced sign inversion. ROESY NMR and TD‐DFT calculations support this observation, which is explained by differences in the relative orientation of the helicene and twistacene moieties.
TI - Helitwistacenes—Combining Lateral and Longitudinal Helicity Results in Solvent‐Induced Inversion of Circularly Polarized Light
JF - Angewandte Chemie International Edition
DO - 10.1002/anie.202319318
DA - 2024-03-11
UR - https://www.deepdyve.com/lp/wiley/helitwistacenes-combining-lateral-and-longitudinal-helicity-results-in-uVG7rA8MCX
VL - 63
IS - 11
DP - DeepDyve
ER -