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• W2000928844 endingPage "1650" @default.
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• W2000928844 abstract "Reaction of the tartrate-derived diol (R,R)-α,α,α′,α′-tetraphenyl-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol (TADDOL) with chlorodiphenylphosphane gives a new bis(diphenylphosphanyl) ligand (TADDOP). The complex 4 formed with PdCl2 has been crystallized and its structure determined by X-ray diffraction (Fig.1). The complex is used for Pd-catalyzed enantioselective 1,3-diphenylallylations of various nucleophiles which give products with enantiomer ratios of up to 88:12 (Scheme 2). Crystallization procedures lead to the enantiomerically pure (> 99:1) product 11 derived from dimethyl malonate. The structure of the TADDOP complex 4 is compared with those of other transition-metal complexes containing chelating bis(diphenylphosphanyl) ligands (Fig.2). A crystallographic data base search reveals that the structures of transition-metal complexes containing two Ph2P groups (superpositions in Fig.3) fall into one of two categories: one with approximate C2 symmetry and the other with C1 symmetry (20 and 19 examples, resp.). A mechanistic model is proposed which correlates the conformational chirality (δ or λ) of the four Ph groups' arrangement in such complexes with the topicity of nucleophile approach on Pd-bound trans,trans-1,3-diphenylallyl groups (Scheme 3 and Table)." @default.
• W2000928844 created "2016-06-24" @default.
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• W2000928844 date "1995-11-01" @default.
• W2000928844 modified "2023-10-18" @default.
• W2000928844 title "Preparation of the PdCl₂Complex of TADDOP, the Bis(diphenylphosphinite) of TADDOL: Use in enantioselective 1,3-diphenylallylations of nucleophiles and discussion of the mechanism" @default.
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• W2000928844 doi "https://doi.org/10.1002/hlca.19950780703" @default.
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