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Article: Preparation of chiral diimino- and diaminodiphosphine ligands and their CuI and AgI complexes. X-ray crystal structures of [Cu(1S,2S-cyclohexyl-P2N2)][PF6] and [Ag(1R,2R-cyclohexyl-P2N2H4)][BF4]

TitlePreparation of chiral diimino- and diaminodiphosphine ligands and their CuI and AgI complexes. X-ray crystal structures of [Cu(1S,2S-cyclohexyl-P2N2)][PF6] and [Ag(1R,2R-cyclohexyl-P2N2H4)][BF4]
Authors
KeywordsChiral diaminodiphosphine
Chiral diiminodiphosphine
Copper(I)
Silver(I)
Solution dynamic
X-ray structure
Issue Date1996
PublisherElsevier BV. The Journal's web site is located at http://www.elsevier.com/locate/poly
Citation
Polyhedron, 1996, v. 15 n. 24, p. 4447-4460 How to Cite?
AbstractThe interaction of optically pure 1R,2R-diammoniumyclohexane mono-(+)-tartrate and 1S,2S-diammoniumcyclohexane mono-(-)-tartrate with 2 equiv. of o-(diphenylphosphino)benzaldehyde in the presence of 2 equiv. of potassium carbonate in a refluxing ethanol/water mixture gave the optically pure condensation products N,N′-bis[o-(diphenylphosphino)benzylidene]-1R,2R-diiminocyclohexane [1R,2R-cyclohexyl-P2N2, (R,R)-I] and N,N′-bis[o-(diphenylphosphino)benzylidene]-1S,2S-diiminocyclohexane [1S,2S-cyclohexyl-P2N2, (S,S)-I], respectively, in good yield. Reduction of optically pure (R,R)-I and (S,S)-I with NaBH4 in ethanol gave the optically pure reduced products N,N′-bis[o-(diphenylphosphino)benzylidene]-1R,2R-diaminocyclohexane [1R,2R-cyclohexyl-P2N2H4, (R,R)-II] and N,N′-bis[o-diphenylphosphino)benzylidene]-1S,2S-diaminocyclohexane [1S,2S-cyclohexyl-P2N2H4, (S,S)-II], respectively, in good yield. The coordination behaviour of I and II toward salts of CuI and AgI have been examined. The interaction of [Cu(CH3CN)4][X] (X = ClO- 4, PF- 6) with 1 equiv. of optically pure L4 [L4 = (R,R)-I, (S,S)-I, (R,R)-II and (S,S)-II] gave the corresponding optically pure [CuL4][X] complexes, III-VI [IIIa, L4 = (R,R)-I, X = PF- 6, IIIb, L4 = (R,R)-I, X = ClO4, IV, L4= (S,S)-I, X = PF- 6; Va, L4 = (R,R)-II, X = PF- 6, Vb, L4 = (R,R)-II, X = ClO- 4, VI, L4 = (S,S)-II, X = PF- 6], in good yield. For the CuI complexes, the L4 ligand acted as a tetradentate ligand. However, a variable-temperature 31P [1H] NMR study of IIIb shows that at ambient temperature one of the imino groups of the tetradentate ligand undergoes rapid dissociation to form a tridentate ligand. The interaction of AgBF4 with 1 equiv. of optically pure L4 [L4 = (R,R)-I, (S,S)-I, (R,R)-II and (S,S)-II] gave the corresponding optically pure [AgL4][BF4] complexes, VII-X [VII, L4 = (R,R)-I; VIII, L4 = (S,S)-I; IX, L4 = (R,R)-II; X, L4 = (S,S)-II], in good yield. For the AgI complexes, the L4 ligand acted as a tetradentate ligand with the two amino groups coordinated unsymmetrically to the silver. A variable temperature 31P [1H] NMR study of VII suggests that at high temperature the complex exists as a tri-coordinated complex. The structures of IV and IX were established by X-ray diffraction studies. Copyright © 1996 Elsevier Science Ltd.
Persistent Identifierhttp://hdl.handle.net/10722/69991
ISSN
2015 Impact Factor: 2.108
2015 SCImago Journal Rankings: 0.592
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorWong, WKen_HK
dc.contributor.authorChik, TWen_HK
dc.contributor.authorHui, KNen_HK
dc.contributor.authorWilliams, Ien_HK
dc.contributor.authorFeng, Xen_HK
dc.contributor.authorMak, TCWen_HK
dc.contributor.authorChe, CMen_HK
dc.date.accessioned2010-09-06T06:18:42Z-
dc.date.available2010-09-06T06:18:42Z-
dc.date.issued1996en_HK
dc.identifier.citationPolyhedron, 1996, v. 15 n. 24, p. 4447-4460en_HK
dc.identifier.issn0277-5387en_HK
dc.identifier.urihttp://hdl.handle.net/10722/69991-
dc.description.abstractThe interaction of optically pure 1R,2R-diammoniumyclohexane mono-(+)-tartrate and 1S,2S-diammoniumcyclohexane mono-(-)-tartrate with 2 equiv. of o-(diphenylphosphino)benzaldehyde in the presence of 2 equiv. of potassium carbonate in a refluxing ethanol/water mixture gave the optically pure condensation products N,N′-bis[o-(diphenylphosphino)benzylidene]-1R,2R-diiminocyclohexane [1R,2R-cyclohexyl-P2N2, (R,R)-I] and N,N′-bis[o-(diphenylphosphino)benzylidene]-1S,2S-diiminocyclohexane [1S,2S-cyclohexyl-P2N2, (S,S)-I], respectively, in good yield. Reduction of optically pure (R,R)-I and (S,S)-I with NaBH4 in ethanol gave the optically pure reduced products N,N′-bis[o-(diphenylphosphino)benzylidene]-1R,2R-diaminocyclohexane [1R,2R-cyclohexyl-P2N2H4, (R,R)-II] and N,N′-bis[o-diphenylphosphino)benzylidene]-1S,2S-diaminocyclohexane [1S,2S-cyclohexyl-P2N2H4, (S,S)-II], respectively, in good yield. The coordination behaviour of I and II toward salts of CuI and AgI have been examined. The interaction of [Cu(CH3CN)4][X] (X = ClO- 4, PF- 6) with 1 equiv. of optically pure L4 [L4 = (R,R)-I, (S,S)-I, (R,R)-II and (S,S)-II] gave the corresponding optically pure [CuL4][X] complexes, III-VI [IIIa, L4 = (R,R)-I, X = PF- 6, IIIb, L4 = (R,R)-I, X = ClO4, IV, L4= (S,S)-I, X = PF- 6; Va, L4 = (R,R)-II, X = PF- 6, Vb, L4 = (R,R)-II, X = ClO- 4, VI, L4 = (S,S)-II, X = PF- 6], in good yield. For the CuI complexes, the L4 ligand acted as a tetradentate ligand. However, a variable-temperature 31P [1H] NMR study of IIIb shows that at ambient temperature one of the imino groups of the tetradentate ligand undergoes rapid dissociation to form a tridentate ligand. The interaction of AgBF4 with 1 equiv. of optically pure L4 [L4 = (R,R)-I, (S,S)-I, (R,R)-II and (S,S)-II] gave the corresponding optically pure [AgL4][BF4] complexes, VII-X [VII, L4 = (R,R)-I; VIII, L4 = (S,S)-I; IX, L4 = (R,R)-II; X, L4 = (S,S)-II], in good yield. For the AgI complexes, the L4 ligand acted as a tetradentate ligand with the two amino groups coordinated unsymmetrically to the silver. A variable temperature 31P [1H] NMR study of VII suggests that at high temperature the complex exists as a tri-coordinated complex. The structures of IV and IX were established by X-ray diffraction studies. Copyright © 1996 Elsevier Science Ltd.en_HK
dc.languageengen_HK
dc.publisherElsevier BV. The Journal's web site is located at http://www.elsevier.com/locate/polyen_HK
dc.relation.ispartofPolyhedronen_HK
dc.rightsPolyhedron. Copyright © Elsevier BV.en_HK
dc.subjectChiral diaminodiphosphineen_HK
dc.subjectChiral diiminodiphosphineen_HK
dc.subjectCopper(I)en_HK
dc.subjectSilver(I)en_HK
dc.subjectSolution dynamicen_HK
dc.subjectX-ray structureen_HK
dc.titlePreparation of chiral diimino- and diaminodiphosphine ligands and their CuI and AgI complexes. X-ray crystal structures of [Cu(1S,2S-cyclohexyl-P2N2)][PF6] and [Ag(1R,2R-cyclohexyl-P2N2H4)][BF4]en_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0277-5387&volume=15&issue=24&spage=4447&epage=4460&date=1996&atitle=Preparation+of+chiral+diimino-+and+diaminodiphosphine+ligands+and+their+CuI+and+AgI+complexes.++X-ray+crystal+structures+of+[Cu(1S,2S-cyclohexyl-P2N2)][PF6]+and+[Ag(1R,2R-cyclohexyl-P2N2H4)][BF4]en_HK
dc.identifier.emailChe, CM:cmche@hku.hken_HK
dc.identifier.authorityChe, CM=rp00670en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1016/0277-5387(96)00196-9en_HK
dc.identifier.scopuseid_2-s2.0-0001480391en_HK
dc.identifier.hkuros21912en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-0001480391&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume15en_HK
dc.identifier.issue24en_HK
dc.identifier.spage4447en_HK
dc.identifier.epage4460en_HK
dc.identifier.isiWOS:A1996VM01700018-
dc.publisher.placeNetherlandsen_HK
dc.identifier.scopusauthoridWong, WK=7403972869en_HK
dc.identifier.scopusauthoridChik, TW=6507563254en_HK
dc.identifier.scopusauthoridHui, KN=7103304772en_HK
dc.identifier.scopusauthoridWilliams, I=7201818926en_HK
dc.identifier.scopusauthoridFeng, X=36792786700en_HK
dc.identifier.scopusauthoridMak, TCW=7401931058en_HK
dc.identifier.scopusauthoridChe, CM=7102442791en_HK

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