Enantioselective synthesis of a conformationally rigid, sterically encumbered, 2-arsino-7-phosphanorbornene.

Date

2002

Authors

Gugger, Paul
Willis, Anthony
Wild, Stanley (Bruce)
Heath, Graham
Webster, Richard
Nelson, John H

Journal Title

Journal ISSN

Volume Title

Publisher

Elsevier

Abstract

Convenient access to the enantionerically pure, conformationally rigid, ligand has been established by intramolecular [4 + 2]-Diels-Alder cycloaddition between dicyclohexylvinylarsine and 3,4-dimethyl-1-phenylphosphole using chiral organopalladium(II) complexes containing orthometallated (S)-1-α-(dimethylamino)ethylnaphthalene or (R)-2-α-(dimethylamino)ethylnaphthalene as the reaction templates. The ligand was displaced from the palladium complex with cyanide and reacted with [η6-arene)RuCl2]2 and NH4PF6 to form diastereomeric [η6-arene)Ru(P-As)Cl]PF6 complexes, chiral at ruthenium. New complexes have been characterized by elemental analyses, electrochemistry, and electronic, circular dichroism, 1H-, 1H{31P}-, 13C{1H}- and 31P{1H}-NMR spectroscopies, and in several cases, by X-ray crystallography.

Description

Keywords

Keywords: ammonia; arsine derivative; carbon 13; cyanide; iron complex; ligand; naphthalene derivative; palladium complex; phosphole derivative; phosphorus 31; polycyclic aromatic hydrocarbon derivative; proton; ruthenium; article; carbon nuclear magnetic resonance [4 + 2]-Diels-Alder cycloaddition; Palladium; Phosphole; Ruthenium; Vinylarsine; X-ray crystallography

Citation

Source

Journal of Organometallic Chemistry

Type

Journal article

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2037-12-31