22744-29-2Relevant academic research and scientific papers
Mechanistic studies of adamantylacetophenones with competing reaction pathways in solution and in the crystalline solid state
Hipwell, Vince M.,Garcia-Garibay, Miguel A.
, p. 11103 - 11113 (2019/09/30)
Photochemical reactions in crystals occur under conditions of highly restricted molecular mobility such that only one product is generally obtained, even when there are many others that can be observed in the gas phase or in solution. A series of 2-(1-ada
Highly syn selective addition of aqueous HBr to hydrophobically shielded arylalkynes
Knorr, Rudolf,Rossmann, Eva C.,Knittl, Monika,B?hrer, Petra
supporting information, p. 5332 - 5338 (2014/07/08)
Hydrophobically shielded alkynes HC≡C-aryl, carrying 2,6-di- and 2,4,6-tri-tert-butylphenyl as the aryl group, can add aqueous HBr on heating in moist chloroform solutions to produce pure H2C=C(-Br)-aryl (isolated yields 96%, no hydrolysis). Em
Highly syn selective addition of aqueous HBr to hydrophobically shielded arylalkynes
Knorr, Rudolf,Rossmann, Eva C.,Knittl, Monika,B?hrer, Petra
, p. 5332 - 5338 (2014/12/10)
Hydrophobically shielded alkynes HCC-aryl, carrying 2,6-di- and 2,4,6-tri-tert-butylphenyl as the aryl group, can add aqueous HBr on heating in moist chloroform solutions to produce pure H2CC(-Br)-aryl (isolated yields 96%, no hydrolysis). Employment of DCC-aryl furnished initially only the E stereoisomer of DHCC(-Br)-aryl (stereospecific syn addition), which was slowly both dedeuteriated and partially transformed to the Z stereoisomer by HBr. The strongly retarded HBr addition to H3C-CC-aryl in moist chloroform produced again more E than Z product, whereas a thermodynamic E/Z ratio of 10:87 was found in moist acetic acid. Substitution of Br by LiSnMe3produced H2CC(-SnMe3)-aryl with well resolved long range 119Sn NMR coupling constants.
