Visible-Light-Driven Tunable Molecular Motors Based on Oxindole

Diederik Roke; Metin Sen; Wojciech Danowski; Sander J. Wezenberg; Ben L. Feringa

doi:10.1021/jacs.9b03237

Visible-Light-Driven Tunable Molecular Motors Based on Oxindole

Diederik Roke, Metin Sen, Wojciech Danowski, Sander J. Wezenberg^*, Ben L. Feringa

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

15 Citations (Scopus)

82 Downloads (Pure)

Abstract

Molecular rotary motors based on oxindole which can be driven by visible light are presented. This novel class of motors can be easily synthesized via a Knoevenagel condensation, and the choice of different upper halves allows for the facile tuning of their rotational speed. The four-step rotational cycle was explored using DFT calculations, and the expected photochemical and thermal isomerization behavior was confirmed by NMR, UV/vis, and CD spectroscopy. These oxindole motors offer attractive prospects for functional materials responsive to light.

Original language	English
Pages (from-to)	7622-7627
Number of pages	6
Journal	Journal of the American Chemical Society
Volume	141
Issue number	18
DOIs	https://doi.org/10.1021/jacs.9b03237
Publication status	Published - 8-May-2019

Keywords

UNIDIRECTIONAL ROTATION
ROTARY MOTION
SPEED
ACCELERATION
MACHINES

Access to Document

10.1021/jacs.9b03237Licence: CC BY-NC-ND

Visible-Light-Driven Tunable Molecular Motors Based on OxindoleFinal publisher's version, 1.75 MBLicence: CC BY-NC-ND

Cite this

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title = "Visible-Light-Driven Tunable Molecular Motors Based on Oxindole",

abstract = "Molecular rotary motors based on oxindole which can be driven by visible light are presented. This novel class of motors can be easily synthesized via a Knoevenagel condensation, and the choice of different upper halves allows for the facile tuning of their rotational speed. The four-step rotational cycle was explored using DFT calculations, and the expected photochemical and thermal isomerization behavior was confirmed by NMR, UV/vis, and CD spectroscopy. These oxindole motors offer attractive prospects for functional materials responsive to light.",

keywords = "UNIDIRECTIONAL ROTATION, ROTARY MOTION, SPEED, ACCELERATION, MACHINES",

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AU - Roke, Diederik

AU - Sen, Metin

AU - Danowski, Wojciech

AU - Wezenberg, Sander J.

AU - Feringa, Ben L.

PY - 2019/5/8

Y1 - 2019/5/8

N2 - Molecular rotary motors based on oxindole which can be driven by visible light are presented. This novel class of motors can be easily synthesized via a Knoevenagel condensation, and the choice of different upper halves allows for the facile tuning of their rotational speed. The four-step rotational cycle was explored using DFT calculations, and the expected photochemical and thermal isomerization behavior was confirmed by NMR, UV/vis, and CD spectroscopy. These oxindole motors offer attractive prospects for functional materials responsive to light.

AB - Molecular rotary motors based on oxindole which can be driven by visible light are presented. This novel class of motors can be easily synthesized via a Knoevenagel condensation, and the choice of different upper halves allows for the facile tuning of their rotational speed. The four-step rotational cycle was explored using DFT calculations, and the expected photochemical and thermal isomerization behavior was confirmed by NMR, UV/vis, and CD spectroscopy. These oxindole motors offer attractive prospects for functional materials responsive to light.

KW - UNIDIRECTIONAL ROTATION

KW - ROTARY MOTION

KW - SPEED

KW - ACCELERATION

KW - MACHINES

U2 - 10.1021/jacs.9b03237

DO - 10.1021/jacs.9b03237

M3 - Article

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JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

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