کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
66940 | 48458 | 2010 | 4 صفحه PDF | دانلود رایگان |
Al(OTf)3 generates blue carbocations from retinyl acetate. The mechanism appears to be exclusively water-derived induced Brønsted acidity causing loss of acetic acid, not Lewis-mediated acetate abstraction. Dry DCM (1 ppm water) avoided water interference. The hindered base 2,6-di-tert-butylpyridine, used to distinguish between Lewis- and Brønsted acidity, was also probed. The results implicate a possible mechanism for similar transformations involving carbocations.
Retinyl acetate liberates intense blue carbocations with Brønsted acids. Al(OTf)3 also generates such carbocations apparently exclusively via water-derived induced Brønsted acidity (loss of acetic acid) as opposed to the Lewis acid acting as an acetate abstractor.Figure optionsDownload high-quality image (112 K)Download as PowerPoint slide
Journal: Journal of Molecular Catalysis A: Chemical - Volume 317, Issues 1–2, 15 February 2010, Pages 68–71