21002-15-3Relevant articles and documents
Nickel-catalyzed Suzuki-Miyaura coupling of heteroaryl ethers with arylboronic acids
Li, Xiao-Jian,Zhang, Jin-Ling,Geng, Yu,Jin, Zhong
, p. 5078 - 5084 (2013/06/27)
Nickel-catalyzed Suzuki-Miyaura coupling of heteroaryl ethers with arylboronic acids was described. Selective activation of the phenol C-O bonds was achieved by converting them into the corresponding aryl 2,4-dimethoxy-1,3,5- triazine-6-yl ethers, in which aryl C-O bond could be selectively cleaved with inexpensive, air-stable NiCl2(dppf) as a catalyst. Coupling of these readily accessible heteroaryl ethers proved tolerant of extensive functional groups.
A Single Transition State in Nucleophilic Aromatic Substitution: Reaction of Phenolate Ions with 2-(4-Nitrophenoxy)-4,6-dimethoxy-1,3,5-triazine in Aqueous Solution
Hunter, A.,Renfrew, M.,Taylor, John A.,Whitmore, James M. J.,Williams, Andrew
, p. 1703 - 1704 (2007/10/02)
The absence of curvature in the Broensted dependence for displacement of 4-nitrophenolate ion from the title ether by phenolate ion nucleophiles with pKas well below and above that of the leaving group is consistent with a single step mechanism.