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Beilstein J. Org. Chem. 2024, 20, 3061–3068, doi:10.3762/bjoc.20.254
Graphical Abstract
Scheme 1: Photoinduced [2 + 2]-cycloaddition–cycloreversion cycle of norbornadiene (1a) and quadricyclane (2a...
Figure 1: Representative bis- and tris-norbornadienyl-substituted benzene derivatives.
Scheme 2: Synthesis of alkynyl-arene-linked norbornadienes 1h–n by Sonogashira–Hagihara coupling reactions.
Scheme 3: Photoisomerization of norbornadiene derivatives 1h–l,n (20 µM) to quadricyclanes 2h–l,n in cyclohex...
Figure 2: Photometric monitoring of the irradiation of 1h (A), 1i (B), 1j (C), 1k (D), 1l (E), and 1n (F); λex...
Scheme 4: Triplet-sensitized photoisomerization of norbornadiene 1o to quadricyclane 2o.
Figure 3: Photometric monitoring of the irradiation of 1i (A) and 1l (B) in the presence of [Ru(phen)3](PF6)2...
Beilstein J. Org. Chem. 2022, 18, 368–373, doi:10.3762/bjoc.18.41
Scheme 1: Synthesis of the borylated norbornadienes 2a,b and 3.
Scheme 2: Suzuki–Miyaura coupling reactions of borono-norbornadienes 2a and 2b with selected haloarenes 4a–k.
Figure 1: Photometric monitoring of the photoisomerization of 2-(1-naphthyl)norbornadiene (5b) in MeCN, c = 2...
Scheme 3: Photo-induced, reversible conversion of the naphthylnorbornadiene 5b to quadricyclane 6b in CH3CN (...