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Frontispiece: Spectroscopic and Theoretical Identification of Two Thermal Isomerization Pathways for Bistable Chiral Overcrowded Alkenes
Author(s) -
Kistemaker Jos C. M.,
Pizzolato Stefano F.,
van Leeuwen Thomas,
Pijper Thomas C.,
Feringa Ben L.
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201683862
Subject(s) - isomerization , bistability , metastability , diastereomer , irradiation , molecular switch , thermal , photochemistry , chemistry , materials science , chemical physics , optoelectronics , organic chemistry , thermodynamics , molecule , physics , catalysis , nuclear physics
Bistable Switches Four overcrowded alkenes have been synthesized and investigated experimentally and computationally. Irradiation with UV light allowed high‐yielding E–Z isomerizations providing metastable diastereoisomers. Kinetic studies on metastable 1–4 using CD and HPLC identified two pathways at high temperatures for thermal isomerization. To show the value of these overcrowded alkenes as bistable switches, photochemical switching cycles were performed, which proved the alkenes to be excellent switches. These favorable switching properties offer attractive prospects for the design of novel photoresponsive systems. For more details see the Full Paper by B. L. Feringa et al. on page 13478 ff.