The First Reported Halogenation of a tert-Butyl Group with HCl or HBr in CHCl3. Unexpected Differences in the Reactions of HCl, HBr, HI, and HF with sp-9-(o-tert- …
CY Meyers, Y Hou, HG Lutfi, HL Saft
文献索引：Meyers, Cal Y.; Hou, Yuqing; Lutfi, Hisham G.; Saft, Howard L. Journal of Organic Chemistry, 1999 , vol. 64, # 26 p. 9444 - 9449
The reactions of sp-9-(o-tert-butylphenyl)-9-fluorenol (1) with HCl, HBr, HI, and HF, respectively, were found to follow diverse pathways. Most unexpected is the unprecedented monohalogenation of a tert-butyl group, sp-9-[o-(β-chloro-α, α-dimethylethyl) phenyl] fluorene (2) being formed quantitatively from 1 treated with HCl-CHCl3 and sp-9-[o-(β-bromo- α, α-dimethylethyl) phenyl] fluorene (3)(> 90%), along with a very small amount of sp-9-(o- ...
