Azotriptycenes: Photoswitchable Molecular Brakes

Abstract: The control of molecular motions is a central topic of molecular machine research. Molecular brakes are fundamental building blocks towards such goal as they allow deliberately decelerating specific motions after an outside stimulus is applied. Here we present azotriptycenes as structural framework for light‐controlled molecular brakes. The intrinsic kinetics and their changes upon azotriptycene isomerization are scrutinized comprehensively by a mixed theoretical and variable temperature NMR approach. With azotriptycenes C−N bond rotation rates can be decelerated or accelerated reversibly by up to five orders of magnitude. Rate change effects are highly localized and are strongest for the C−N bond connecting a triptycene rotor fragment to the central diazo group. The detailed mechanistic insights provide a solid basis for further conscious design and applications in the future.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Azotriptycenes: Photoswitchable Molecular Brakes ; day:08 ; month:12 ; year:2023 ; extent:12
Chemistry - a European journal ; (08.12.2023) (gesamt 12)

Creator
Stockerl, Willibald J.
Reißenweber, Lilli
Gerwien, Aaron
Bach, Nicolai N.
Thumser, Stefan
Mayer, Peter
Gschwind, Ruth
Dube, Henry

DOI
10.1002/chem.202302267
URN
urn:nbn:de:101:1-2023120914113632665166
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:22 AM CEST

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Associated

  • Stockerl, Willibald J.
  • Reißenweber, Lilli
  • Gerwien, Aaron
  • Bach, Nicolai N.
  • Thumser, Stefan
  • Mayer, Peter
  • Gschwind, Ruth
  • Dube, Henry

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