15331-60-9Relevant academic research and scientific papers
Genetic incorporation of a 2-naphthol group into proteins for site-specific azo coupling
Chen, Shuo,Tsao, Meng-Lin
, p. 1645 - 1649 (2013)
The 2-naphthol analogue of tyrosine, 2-amino-3-(6-hydroxy-2-naphthyl) propanoic acid (NpOH), has been genetically introduced into proteins in Escherichia coli. This is achieved through the directed evolution of orthogonal aminoacyl-tRNA synthetase/tRNA pairs that selectively charge the target amino acid in response to the amber stop codon, UAG. Moreover, chemoselective azo coupling reactions have been revealed between the 2-naphthol group and diazotized aniline derivatives that are substituted with an electron donating moiety. The coupling reactions required a very mild condition (pH 7) with great reaction rate (less than 2 h at 0 C), high efficiency, and excellent selectivity.
Studies on the Reactivity of Azoxybenzenes. Part 12. αβ-Interconversion of para-Monosubstituted Azoxybenzenes in the Wallach Rearrangement
Yamamoto, Jiro,Aimi, Hironori,Masuda, Yasuko,Sumida, Takashi,Umezo, Masahiro,Matuura, Teruo
, p. 1565 - 1568 (2007/10/02)
Under the reaction conditions for the Wallach rearrangement, 4-methyl-ONN-(1α), 4-methyl-NNO-(1β), 4-nitro-ONN-(2α), and 4-nitro-NNO-azoxybenzene (2β) were found to undergo αβ-interconversion, while 4-bromo-ONN-(3α) and 4-bromo-NNO-azoxybenzene (3β) do not.The αβ-interconversion occurs with both mono- and di-protonated forms of the azoxybenzenes.
SYNTHESIS OF AZOXYBENZENE-SbCl5 COMPLEXES AND THEIR SELECTIVE ORTHO-WALLACH REARRANGEMENT
Yamamoto, Jiro,Nishigaki, Yukihiro,Umezu, Masahiro,Matsuura, Teruo
, p. 3177 - 3180 (2007/10/02)
When an equimolar solution of various azoxybenzenes and SbCl5 in carbon tetrachloride were mixed, a 1:1 complex immediately deposited as orange crystals in high yield.The thermal reaction of these complexes in inert solvents gives o-hydroxy-azobenzene selectively.On the contrary, other Lewis acids, such as TiCl4, AlCl3, FeCl3 and ZnBr2 failed to give an isolatable complex with azoxybenzene, and their direct thermal reaction with azoxybenzene resulted in deoxygenation to yield azobenzene as a main product.
