Photocyclization of a 1,1′-bisnaphthalene: planarization of ahighly twisted biaryl system after excited state ArOH dissociation
1997
Photolysis of the highly twisted 1,1′-bisnaphthalene 6 gives the
much more planar dinaphthopyran 10 with high quantum yield (Φ = 0.17)
in aqueous MeCN, demonstrating that the expected enhanced electronic
communication between the connected aromatic rings of biaryls in
S
1
is sufficient to drive thermally unfavourable reactions
requiring initial planarization of these biaryl systems.
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