Visible-Light-Driven Tunable Molecular Motors Based on Oxindole
Author(s) -
Diederik Roke,
Metin Şen,
Wojciech Danowski,
Sander J. Wezenberg,
Ben L. Feringa
Publication year - 2019
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/jacs.9b03237
Subject(s) - oxindole , chemistry , isomerization , knoevenagel condensation , molecular motor , thermal , photochemistry , visible spectrum , spectroscopy , nanotechnology , optoelectronics , organic chemistry , catalysis , physics , thermodynamics , materials science , quantum mechanics
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.
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