3665-51-8Relevant articles and documents
Vilsmeier-Haack reagent: An efficient reagent for the transformation of substituted 1,3-naphthoxazines into xanthene-type dyes
Farat, Oleg K.,Ananyev, Ivan V.,Varenichenko, Svetlana A.,Tatarets, Anatoliy L.,Markov, Victor I.
, p. 2832 - 2842 (2019)
Derivatives of 1,3-naphthoxazines containing from five to seven-membered spiro ring – under Vilsmeier–Haack reaction conditions are rearranged into novel xanthene-type compounds. All synthesized aminochromene derivatives fluoresce in organic solvents with extra large Stokes shifts (100–133 nm). It was found that compounds containing five-membered annulated aliphatic rings in methanol solution have the best spectral characteristics. These compounds have moderate quantum yields of 28.36–28.94%, and extra large Stokes shifts 106 and 115 nm.
Synthetic modeling of the structure and function of the rare-earth dependent methanol dehydrogenase cofactor
Knasin, Alison L.,Schelter, Eric J.
, p. 19 - 55 (2021/04/19)
Historically, rare-earth ions have been considered irrelevant to biology. Recently, the active sites of certain methanol dehydrogenase (MDH) enzymes have been shown to contain a redox-inactive, rare-earth (RE) cation coordinated by the redox-active pyrroloquinoline quinone (PQQ) cofactor. Importantly, it was demonstrated that rare earths were essential for the growth of certain methylotrophs that incorporated the XoxF-MDH. In this chapter, we summarize the optimized synthesis of a previously published rare-earth complex that serves as a model of the active site of this RE-containing MDH enzyme. The structure and reactivity of the metalated complex, [La(LQQ)(NO3)3] are also discussed. [La(LQQ)(NO3)3] catalytically oxidizes the test alcohol substrate, p-methylbenzyl alcohol, 4MeBnOH, to p-methylbenzaldehyde, 4MePhCHO, in the presence of a base (2,6-lutidine) and a terminal oxidant (ferrocenium hexafluorophosphate) with ~ 17 turnovers. By studying this synthetic model, we have developed a body of evidence about both the reactivity and the mechanism of dehydrogenation of alcohols as a molecular analogue to a native, rare-earth dependent enzyme.
Method for producing naphthalene carboxylic acid amide compound
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Page/Page column 9, (2008/06/13)
The present invention provides a method for producing a naphthalenecarboxylic acid amide compound represented by formula [1] comprising, reacting a naphthalenecarboxylic acid halide compound represented by formula [2] with ammonium acetate in a solvent having an ether bond. According to the method of the present invention, a naphthalene carboxylic acid amide compound can be obtained at high yield and at low cost.
