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Dihydroazulene/Vinylheptafulvene Photoswitch: Ultrafast Back Reaction Induced by Dihydronaphthalene Annulation (Eur. J. Org. Chem. 19/2015)
Author(s) -
Broman Søren Lindbæk,
Kushnir Oleg,
Rosenberg Martin,
Kadziola Anders,
Daub Joerg,
Nielsen Mogens Brøndsted
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201590051
Subject(s) - chemistry , photoswitch , trifluoromethanesulfonate , annulation , ring (chemistry) , molecule , stereochemistry , photochemistry , catalysis , organic chemistry
The cover picture shows that vinylheptafulvenes locked in a reactive conformation undergo ultrafast ring closure to dihydroazulenes – a rate enhancement by up to 950000 fold was observed relative to the ring closure of the unlocked molecule. In the article by S. L. Broman et al. on 4119 ff , the synthesis and studies of such molecules are presented. By incorporation of a triflate group, the system could be further functionalized using metal‐catalyzed cross‐coupling reactions. Attachment of sulfur end‐capping groups was thereby achieved, which may allow for future anchoring of the molecule in molecular electronics junctions.