Please use this identifier to cite or link to this item: https://doi.org/10.1016/S0040-4020(99)00766-8
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dc.titleMetal template synthesis and coordination chemistry of functionalized P- chiral phosphanorbornenes
dc.contributor.authorLeung, P.-H.
dc.contributor.authorHe, G.
dc.contributor.authorLang, H.
dc.contributor.authorLiu, A.
dc.contributor.authorLoh, S.-K.
dc.contributor.authorSelvaratnam, S.
dc.contributor.authorMok, K.F.
dc.contributor.authorWhite, A.J.P.
dc.contributor.authorWilliams, D.J.
dc.date.accessioned2014-10-16T08:48:23Z
dc.date.available2014-10-16T08:48:23Z
dc.date.issued2000-01-01
dc.identifier.citationLeung, P.-H., He, G., Lang, H., Liu, A., Loh, S.-K., Selvaratnam, S., Mok, K.F., White, A.J.P., Williams, D.J. (2000-01-01). Metal template synthesis and coordination chemistry of functionalized P- chiral phosphanorbornenes. Tetrahedron 56 (1) : 7-15. ScholarBank@NUS Repository. https://doi.org/10.1016/S0040-4020(99)00766-8
dc.identifier.issn00404020
dc.identifier.urihttp://scholarbank.nus.edu.sg/handle/10635/95483
dc.description.abstractThe organopalladium complex containing the (S)-form of ortho-palladated (1-(dimethylamino)ethyl)-naphthylalene has been used successfully as the chiral template to promote the asymmetric cycloaddition reactions between coordinated 3,4-dimethyl-1-phenyl-phosphole and two dienophiles: N,N- dimethylacrylamide and styrene. The mechanism, the rate and the stereoselectivity of these chiral template promoted reactions are affected by the number of coordination sites available on the palladium template and the coordination potential of the dienophiles. At room temperature, the intramolecular cycloaddition reaction with N,N-dimethylacrylamide gave the corresponding P-chiral (-)-(S(p))-exo-amidophosphanorbornene stereospecifically in 3 d. Under similar conditions, the corresponding intermolecular process gave a pair of separable diastereomeric endo- substituted amidophosphanorbornene complexes in 32 d. With styrene, the intermolecular cycloaddition reaction at 80°C gave a pair of diastereomeric endo-substituted phenylphosphanorbornene complexes in 3 d. No exo- cycloaddition reaction occurred when styrene was used as the dienophile. The first optically active and stable amido-O bonded platinum complex (R(p),R(p))-[Pt(exo-amidophosphanorbornene-P,O)2](ClO4)2 and its palladium analogue have been isolated and characterized by 31P NMR spectroscopy and X-ray crystallography.
dc.description.urihttp://libproxy1.nus.edu.sg/login?url=http://dx.doi.org/10.1016/S0040-4020(99)00766-8
dc.sourceScopus
dc.typeConference Paper
dc.contributor.departmentCHEMISTRY
dc.description.doi10.1016/S0040-4020(99)00766-8
dc.description.sourcetitleTetrahedron
dc.description.volume56
dc.description.issue1
dc.description.page7-15
dc.description.codenTETRA
dc.identifier.isiut000084683800003
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