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Conformational Spin Switching and Spin‐Selective Hydrogenation of a Magnetically Bistable Carbene
Author(s) -
Trosien Iris,
MendezVega Enrique,
Thomanek Tobias,
Sander Wolfram
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201906579
Subject(s) - bistability , carbene , spin (aerodynamics) , materials science , chemistry , condensed matter physics , photochemistry , optoelectronics , physics , catalysis , organic chemistry , thermodynamics
The control of the spin states of molecules opens the path to tuning selectivity in chemical reactions and to developing novel magnetically switchable materials. 3‐Methoxy‐9‐fluorenylidene is a carbene that is generated in cryogenic matrices both in its lowest energy singlet and triplet states, and the ratio of these states can be shifted by selective irradiation. The interconversion of the nearly degenerate spin states is induced by a conformational change of the methoxy group: switching the methoxy group into the “up” position results in the singlet state and switching into the “down” position in the triplet state. The spin control via a remote functional group makes this carbene unique for the study of spin‐specific reactions, which is demonstrated for the hydrogenation reaction. Spin switching by switching the conformation of a remote functional group is a novel phenomenon with potential applications in the design of functional materials.