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Controlling the helicity of π-conjugated oligomers by tuning the aromatic backbone twist.
Bedi, Anjan; Manor Armon, Amit; Diskin-Posner, Yael; Bogosalvsky, Benny; Gidron, Ori.
Affiliation
  • Bedi A; Institute of Chemistry and the Center for Nanoscience and Nanotechnology, The Hebrew University of Jerusalem, Edmond J. Safra Campus, 9190401, Jerusalem, Israel.
  • Manor Armon A; Department of Chemistry, SRM Institute of Science and Technology, Kattankulathur, 603203, Tamil Nadu, India.
  • Diskin-Posner Y; Institute of Chemistry and the Center for Nanoscience and Nanotechnology, The Hebrew University of Jerusalem, Edmond J. Safra Campus, 9190401, Jerusalem, Israel.
  • Bogosalvsky B; Chemical Research Support Unit, Weizmann Institute of Science, 7610001, Rehovot, Israel.
  • Gidron O; Institute of Chemistry and the Center for Nanoscience and Nanotechnology, The Hebrew University of Jerusalem, Edmond J. Safra Campus, 9190401, Jerusalem, Israel.
Nat Commun ; 13(1): 451, 2022 Jan 21.
Article in En | MEDLINE | ID: mdl-35064118
ABSTRACT
The properties of π-conjugated oligomers and polymers are commonly controlled by side group engineering, main chain engineering, or conformational engineering. The last approach is typically limited to controlling the dihedral angle around the interring single bonds to prevent loss of π-conjugation. Here we propose a different approach to conformational engineering that involves controlling the twist of the aromatic units comprising the backbone by using a tether of varying lengths. We demonstrate this approach by synthesizing an inherently twisted building unit comprised of helically locked tethered acenes, bearing acetylene end-groups to enable backbone extension, which was applied in a series of nine helical oligomers with varying backbone length and twist. We find that the optical and electronic properties of π-conjugated systems may be determined by the additive, antagonistic, or independent effects of backbone length and twist angle. The twisted oligomers display chiral amplification, arising from the formation of secondary helical structures.

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Nat Commun Journal subject: BIOLOGIA / CIENCIA Year: 2022 Document type: Article Affiliation country: Israel

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Nat Commun Journal subject: BIOLOGIA / CIENCIA Year: 2022 Document type: Article Affiliation country: Israel