1,1 ,-Binaphthalene-4,4,-diamine

With the bisoxazoline hgand (S)-Phbox and CuCl, the asymmetric oxidative couphng of 2-naphthol and hydroxy-2-naphthoates resulted in an asymmetrically substituted 2,2 -binaphthol with ee s of up to 65% [260]. On the basis of the previous results obtained with this catalyst system, the asymmetric oxidative cross-coupling polymerization of 2,3-dihydroxynaphthalene [261] and methyl 6,6 -dihydroxy-2,2 -binaphthalene-7,7 -dicarboxylate [262] as well as the copolymerization of 6,6 -dihydroxy-2,2 -binaphthalene and dihexyl 6,6 -dihydroxy-2,2 -binaphthalene-7,7 -dicarboxylate with Cu diamine catalysts were carried out imder aerobic conditions, using O2 as the oxidant, and a cross-coupling selectivity of 99% was achieved [263]. 

Oxidative dimerization of 2-methyl-1-naphthylamine to 3,3 -dimethyl-l,T-binaphthalene-4,4 -diamine has also been effected by iron(m) oxide and by mercury(n) sulfate.283... 

Sulfur transfer. The reaction with arenediazonium salts leads to diaryl disulfides. Interestingly, l,l -binaphthalene-2,2 -dithiol is the only product (61% yield) in the reaction with the bis-diazonium salt derived from l,r-binaphthyl-2,2 -diamine. 

An MlP-catalyzed ene reaction between a diketone and an alkene was used to further investigate this phenomenon. The most easily accessible binding sites of an MIP-containing chiral phosphine platinum complexes were poisoned by using diamine derivatives of binaphthol (i.e., 2,2 -diamino-l,l -binaphthalene BINAM) to block access to the substrate (Scheme 20)." ... 

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