Please use this identifier to cite or link to this item:
|Title:||Metal template synthesis and coordination chemistry of functionalized P- chiral phosphanorbornenes|
|Authors:||Leung, P.-H. |
|Citation:||Leung, 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|
|Abstract:||The 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.|
|Appears in Collections:||Staff Publications|
Show full item record
Files in This Item:
There are no files associated with this item.
checked on Mar 25, 2019
WEB OF SCIENCETM
checked on Mar 6, 2019
checked on Oct 5, 2018
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.