Hindered diarylether and diarylsulfone bisphosphine ligands: Atropisomerism and palladium complexes
Phosphines and bisphosphines derived from hindered ortho-substituted diaryl ethers and diarylsulfones by lithiation are, with appropriate substitution patterns, resolvable atropisomeric ligands which form crystalline complexes with palladium dichloride.
Clayden, Jonathan,Fletcher, Stephen P.,Senior, James,Worrall, Christopher P.
scheme or table
p. 1355 - 1360
(2010/10/21)
Achieving conformational control over C-C, C-N and C-O bonds in biaryls, N,N′-diarylureas and diaryl ethers: Advantages of a relay axis
The orientation of Ar-C, Ar-N and Ar-O bonds in biaryls, N,N′-diarylureas and diaryl ethers (whose conformers are distinguishable by NMR) may be controlled with a selectivity up to >95: 5 by an adjacent stereogenic centre; the selectivity may be greater when a second stereogenic axis is inserted between the controlling centre and the slowly rotating bond. The Royal Society of Chemistry.
Betson, Mark S.,Bracegirdle, Ann,Clayden, Jonathan,Helliwell, Madeleine,Lund, Andrew,Pickworth, Mark,Snape, Timothy J.,Worrall, Christopher P.
p. 754 - 756
(2007/10/03)
Three groups good, four groups bad? Atropisomerism in ortho-substituted diaryl ethers
(Chemical Equation Presented) Bring on the substitute: Even outside of macrocyclic structures, such as vancomycin, appropriate substitution can give rise to atropisomerism in diaryl ethers. Stereochemical stability about the Ar-OAr axis at room temperature or above is possible when neither of the rings is symmetrically substituted and when at least one ring carries an ortho tert-butyl group or equivalent.
Betson, Mark S.,Clayden, Jonathan,Worrall, Christopher P.,Peace, Simon
p. 5803 - 5807
(2007/10/03)
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