Norbornadiene-functionalized triazatriangulenium and trioxatriangulenium platforms

Autor: Roland Löw, Talina Rusch, Tobias Moje, Fynn Röhricht, Olaf M. Magnussen, Rainer Herges
Jazyk: angličtina
Rok vydání: 2019
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 15, Iss 1, Pp 1815-1821 (2019)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.15.175
Popis: Triazatriangulenium (TATA) and trioxatriangulenium (TOTA) ions are particularly suited systems to mount functional molecules onto atomically flat surfaces such as Au(111). The TATA and TOTA units serve as platforms that absorb onto the surface and form ordered monolayers, while the functional groups are protruding upright and freestanding from the central carbon atoms. Azobenzene derivatized TATA’s are known to exhibit extremely fast cis→trans isomerization on metal surfaces, via a peculiar non-adiabatic singlet→triplet→singlet mechanism. We now prepared norbornadienes (NBD) and quadricyclanes (QC) attached to TATA and TOTA platforms which can be used to check if these accelerated rates and the spin change mechanism also apply to [2 + 2] cycloreversions (QC→NBD).
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