کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5218033 | 1383314 | 2013 | 8 صفحه PDF | دانلود رایگان |
A search of the literature for all compounds with [α]D>1000 found 13 molecules with reliably determined specific rotations in excess of 6500, as judged by comparison with DFT-calculated values of [α]D for the same compounds, with a maximum [α]D â11,560 for a decacyclic helicene quinone. Several reports of [α]Ds ranging from 10,000 to 44,000 were judged to be spurious. On the basis of similar computational studies, several molecules are proposed that should have very high [α]Ds but relatively modest visible absorptions, unlike the current record holders, which have strong absorption near the sodium D line. In addition, the search found two natural products, huperzines Eâ² and Fâ², that have large reported [α]Ds (â4750 and â3182, respectively), that are inconsistent with their structures. However, computational studies found epimers of the reported structures that possess [α]Ds consistent with the reported chiroptical data.
Journal: Tetrahedron - Volume 69, Issue 30, 29 July 2013, Pages 6108-6115