21819-91-0Relevant academic research and scientific papers
A mild method for the cleavage of the 4-picolyloxy group with magnesium under neutral conditions
Zhu, Jianwei,Miao, Wenjun,Bao, Lingling,Ji, Tao,Tang, Guo,Xu, Pengxiang,Zhao, Yufen
supporting information; experimental part, p. 142 - 144 (2012/02/04)
A mild and efficient method for the selective hydrolysis of 4-picolyl esters with magnesium in methanol or water in the presence of other esters and sensitive protecting groups is described. 4-Picolyl aryl ethers and thioethers are also smoothly deprotected to give the corresponding phenols and thiophenols. Georg Thieme Verlag Stuttgart. New York.
Photorelease of carboxylic acids, amino acids, and phosphates from N-alkylpicolinium esters using photosensitization by high wavelength laser dyes
Sundararajan, Chitra,Falvey, Daniel E.
, p. 8000 - 8001 (2007/10/03)
Visible light (>450 nm) is used to efficiently cleave carboxylic acids, amino acids, and phosphates from their N-methyl picolinium esters. Photolysis using pyrromethene dyes PM 546 and PM 597 and also coumarin 6 as photosensitizers effects release of carboxylic acids, N-protected amino acids, and phosphates in quantitative yields. The effective rate of photorelease by the dyes, Φε, was found to be as high as 4500 M-1 cm-1. The photorelease proceeds through photoinduced electron transfer from the dye sensitizers to the N-methyl picolinium group. Fluorescence quenching and laser flash photolysis experiments support the photoinduced electron-transfer mechanism. Copyright
