The oxidative cross-coupling of substituted 2-naphthols, part I: The scope and limitations

Lewis-Acid-Assisted Highly Selective Oxidative Cross-Coupling Polymerization with Copper Catalysts

“…The spectral patterns of the polymers with positive and negative specific rotations are almost mirror images of each other. The absorption intensities of the polymers around 250 and 300 nm showed a good relation to the absolute ½ D values and the spectral patterns indicate that the polymer obtained with the CuCl-(S)Phbox catalyst is rich in the Sconfiguration, 4 whereas the R-structure is preferentially constructed during the polymerization with CuCl-(R)Phbox. The polymerization in the absence of the Lewis acid hardly showed the specific rotation.…”

Axially Chiral Synthons for Dendrimer Synthesis

“…The monoester R,S-3 was alternatively prepared by deprotection of methyl phenacyl ester (see below). Analogously, methylation of known racemic [42][43][44] as well as chiral 45 2,2′-dihydroxy-1,1′-binaphthalene-3-carboxylic acid its methyl ester proceed under known 40 conditions giving R,S-, R-, and S-4 in 89, 94, and 83% yields, respectively. Hydrolyses of esters were performed using potassium hydroxide in methanol.…”

CuBr/H2O2-Mediated Oxidative Coupling ofN,N-Dialkylarylamines in ­Water: A Practical Synthesis of Benzidine Derivatives

“…[15][16][17][18][19][20] In this broad context, copper(II) reagent was the mainly used oxidant for the coupling reaction of substrates with low oxidative potential, such as naphthols and naphthylamines. [21][22][23][24][25][26] Cu(I)-catalyzed aerobic oxidative coupling of 2-naphthol derivatives has also been reported. 27 However, in the case of oxidative coupling of aniline derivatives, all these copper reagents have never been involved, most probably due to their relatively lower oxidative activities.…”