RT Journal Article
T1 Chirality Amplified: Long, Discrete Helicene Nanoribbons
A1 Xiao, Xiao
A1 Pedersen, Stephan K.
A1 Aranda, Daniel
A1 Yang, Jingjing
A1 Wiscons, Ren A.
A1 Pittelkow, Michael
A1 Steigerwald, Michael L.
A1 Santoro, Fabrizio
A1 Schuster, Nathaniel J.
A1 Nuckolls, Colin
K1 Quiralidad
AB Here we report the synthesis of two polyhelicene frameworks consisting, from end-to-end, of 18 and 24 fused benzene rings. The latter exhibits the largest electronic circular dichroism in the visible spectrum of any molecule. These shape-persistent helical nanoribbons incorporate multiple helicenes, a class of contorted polycyclic aromatic molecules consisting of ortho-annulated rings. These conjugated, chiral molecules have interesting chemical, biological, and chiroptical properties; however, there are very few helicenes with extraordinary chiroptical response over a broad range of the visible spectrum—a key criterion for applications such as chiral optoelectronics. In this report, we show that coupling the polyhelicene framework with multiple perylene-diimide subunits elicits a significant chiroptic response. Notably, the molar circular dichroism increases faster than the absorptivity of these molecules as their helical axis lengthens. Computational analysis reveals that the greatly amplified circular dichroism arises from exciton-like interactions between the perylene-diimide and the helicene moieties. We predict that even greater chiroptic enhancement will result from further axial elongation of these nanoribbons, which can be readily enabled via the iterative synthetic method presented herein
PB ACS Publications
YR 2020
FD 2020-12-30
LK https://hdl.handle.net/10630/37103
UL https://hdl.handle.net/10630/37103
LA eng
NO Xiao Xiao, Stephan K. Pedersen, Daniel Aranda, Jingjing Yang, Ren A. Wiscons, Michael Pittelkow, Michael L. Steigerwald, Fabrizio Santoro, Nathaniel J. Schuster, and Colin Nuckolls. Chirality Amplified: Long, Discrete Helicene Nanoribbons. Journal of the American Chemical Society 2021 143 (2), 983-991 DOI: 10.1021/jacs.0c11260
DS RIUMA. Repositorio Institucional de la Universidad de Málaga
RD 20 ene 2026