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Synthesis of chiral multidentate tertiary arsines with As4 or As6 donor atoms

Doyle, Roy; Habermehl, Nicolle; Salem, Geoffrey; Willis, Anthony

Description

Reaction of l,l,l-tris(chloromethyl)ethane with ca. three equivalents of sodium or lithium (2-dimethylarsinophenyl)methylarsenide in thf gave several products including the tetra(tertiary arsine) (R*,RAi*)-, (RAs*,SAi*,r*)and (RAs*,5 As*,5*)-l-(chloromethyl)-l,l-bis{[(2- dimethylarsinophenyl)methylarsino]methyl}ethane and the hexa(tertiary arsine) (As*,R As*,ßAs*)-l,l,l-tris{[(2-dimethylarsinophenyl) methylarsino]methyl}ethane. The latter is the first example of a chiral hexa(tertiary arsine)....[Show more]

dc.contributor.authorDoyle, Roy
dc.contributor.authorHabermehl, Nicolle
dc.contributor.authorSalem, Geoffrey
dc.contributor.authorWillis, Anthony
dc.date.accessioned2015-12-13T23:22:08Z
dc.date.available2015-12-13T23:22:08Z
dc.identifier.issn1477-9226
dc.identifier.urihttp://hdl.handle.net/1885/91301
dc.description.abstractReaction of l,l,l-tris(chloromethyl)ethane with ca. three equivalents of sodium or lithium (2-dimethylarsinophenyl)methylarsenide in thf gave several products including the tetra(tertiary arsine) (R*,RAi*)-, (RAs*,SAi*,r*)and (RAs*,5 As*,5*)-l-(chloromethyl)-l,l-bis{[(2- dimethylarsinophenyl)methylarsino]methyl}ethane and the hexa(tertiary arsine) (As*,R As*,ßAs*)-l,l,l-tris{[(2-dimethylarsinophenyl) methylarsino]methyl}ethane. The latter is the first example of a chiral hexa(tertiary arsine). The products from the reaction have been separated by complexation to cobalt(m). The three diastereomers of the tetra(tertiary arsine) each bind to the metal centre in a completely stereoselective manner: the (./?As*As*,r*) and (/?As*,5As*,î*) forms of the ligand each form a single trans dichloro complex and the (AAs*,/?A5*) diastereomer a cis-a complex. The structure of the latter has been confirmed by an X-ray analysis. Three other complexes have also been isolated from this reaction: /ras-dichlorobis[l,2phenylenebis(dimethylarsine)]cobalt(in) chloride, a cis-a complex of the cyclic chiral tetra(tertiary arsine) (A.SAJ./IAR-S.ô.T-pentahydro-ô-f- dimethylarsinophenylJmethylarsinolmethyU-l.ô-trimethylbenzo][ 1,4]diarsacycloheptane and a cobalt(m) complex of the chiral hexa(tertiary arsine). The structures of the latter two complexes have been confirmed by X-ray analyses.
dc.publisherRoyal Society of Chemistry
dc.sourceDalton Transactions
dc.titleSynthesis of chiral multidentate tertiary arsines with As4 or As6 donor atoms
dc.typeJournal article
local.description.notesImported from ARIES
local.description.refereedYes
dc.date.issued2000
local.identifier.absfor039904 - Organometallic Chemistry
local.identifier.ariespublicationMigratedxPub22000
local.type.statusPublished Version
local.contributor.affiliationDoyle, Roy, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationHabermehl, Nicolle, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationSalem, Geoffrey, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationWillis, Anthony, College of Physical and Mathematical Sciences, ANU
local.bibliographicCitation.startpage3603
local.bibliographicCitation.lastpage3608
local.identifier.doi10.1039/b003981k
dc.date.updated2015-12-12T09:10:05Z
local.identifier.scopusID2-s2.0-0002968825
CollectionsANU Research Publications

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