Enantioselective synthesis of a conformationally rigid, sterically encumbered, 2-arsino-7-phosphanorbornene.
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Gugger, Paul; Willis, Anthony; Wild, Stanley (Bruce); Heath, Graham; Webster, Richard; Nelson, John H
Description
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...[Show more]
dc.contributor.author | Gugger, Paul | |
---|---|---|
dc.contributor.author | Willis, Anthony | |
dc.contributor.author | Wild, Stanley (Bruce) | |
dc.contributor.author | Heath, Graham | |
dc.contributor.author | Webster, Richard | |
dc.contributor.author | Nelson, John H | |
dc.date.accessioned | 2015-12-13T23:22:58Z | |
dc.identifier.issn | 0022-328X | |
dc.identifier.uri | http://hdl.handle.net/1885/91693 | |
dc.description.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. | |
dc.publisher | Elsevier | |
dc.source | Journal of Organometallic Chemistry | |
dc.subject | 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 | |
dc.title | Enantioselective synthesis of a conformationally rigid, sterically encumbered, 2-arsino-7-phosphanorbornene. | |
dc.type | Journal article | |
local.description.notes | Imported from ARIES | |
local.description.refereed | Yes | |
local.identifier.citationvolume | 643-644 | |
dc.date.issued | 2002 | |
local.identifier.absfor | 030503 - Organic Chemical Synthesis | |
local.identifier.ariespublication | MigratedxPub22530 | |
local.type.status | Published Version | |
local.contributor.affiliation | Gugger, Paul, College of Physical and Mathematical Sciences, ANU | |
local.contributor.affiliation | Willis, Anthony, College of Physical and Mathematical Sciences, ANU | |
local.contributor.affiliation | Wild, Stanley (Bruce), College of Physical and Mathematical Sciences, ANU | |
local.contributor.affiliation | Heath, Graham, College of Physical and Mathematical Sciences, ANU | |
local.contributor.affiliation | Webster, Richard, College of Physical and Mathematical Sciences, ANU | |
local.contributor.affiliation | Nelson, John H, University of Nevada | |
local.description.embargo | 2037-12-31 | |
local.bibliographicCitation.startpage | 136 | |
local.bibliographicCitation.lastpage | 153 | |
local.identifier.doi | 10.1016/S0022-328X(01)01209-8 | |
dc.date.updated | 2015-12-12T09:13:23Z | |
local.identifier.scopusID | 2-s2.0-17744412682 | |
Collections | ANU Research Publications |
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