Journal
JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 692, Issue 5, Pages 1156-1160Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2006.11.022
Keywords
helicenes; phosphines; enantiomeric resolution; Heck reaction; photocyclization
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Palladium catalysed Heck couplings have been applied to the two-step synthesis of a stilbene derivative bearing a diphenylphosphine oxide function which represents a suitable precursor for the photochemical generation of the corresponding [7]-helicene. After reduction of the phosphine oxide, resolution of the monodentate helical phosphine has been performed by means of the ortho-metallated (R)-1-(naphthyl)ethylamine-palladium complex. A ruthenium complex of (heptahelicen-2-yl)diphenylphosphine has also been prepared and fully characterized. (c) 2006 Elsevier B.V. All rights reserved.
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