1036734-36-7Relevant academic research and scientific papers
Hindered diarylether and diarylsulfone bisphosphine ligands: Atropisomerism and palladium complexes
Clayden, Jonathan,Fletcher, Stephen P.,Senior, James,Worrall, Christopher P.
scheme or table, p. 1355 - 1360 (2010/10/21)
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.
Enantioselective synthesis of an atropisomeric diaryl ether
Clayden, Jonathan,Worrall, Christopher P.,Moran, Wesley J.,Helliwell, Madeleine
supporting information; experimental part, p. 3234 - 3237 (2009/02/08)
(Chemical Equation Presented) Twisted ethers: Introduction of a bulky alkylsulfinyl substituent ortho to the C-O axis of a diaryl ether imposes a powerful conformational preference (see scheme). The preference persists upon oxidation of the sulfoxide to a sulfone, leading to dynamic thermodynamic resolution of the atropisomeric ether. This is the first enantioselective synthesis of an atropisomeric diaryl ether not forming part of a macrocyclic ring.
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
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)
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.
