79851-23-3Relevant academic research and scientific papers
Regiospecific synthesis of aromatic compounds via organometallic intermediates. Part 6. 1,3,5-perfluoroalkylether benzenes
Tamborski, Christ,Chen, Loomis S.
, p. 117 - 120 (1995)
1,2,3-Tribromobenzene can undergo a mono lithium-halogen exchange reaction to yield 3,5-Br2C6H3Li which can subsequently react with a perfluoroalkylether ester, RfORfC(O)OC2H5, yielding the aryl ketone 3,5-Br2C6H3C(O)RfORf.A classical SF4/HF reaction of this ketone yields the perfluoroalkylether benzene, 3,5-Br2C6H3CF2RfORf.This process can be repeated stepwise until all bromines are substituted, yielding the final product 1,3,5-C6H3(CF2RfORf)3.The RfORf was chosen as C3F7O2CF(CF3).Other perfluoroalkyl- and perfluoroalkyl-ether esters or other electrophiles can be chosen to react with the various organolithium intermediates. - Keywords: Regiospecific synthesis; Perfluoroalkylether benzenes; Mass spectrometry; IR spectroscopy
1,3,5-TRISUBSTITUTED BENZENES I. SYNTHESIS AND REACTIONS OF 3,5-DIBROMOPHENYLLITHIUM
Chen, Loomis S.,Chen, Grace J.,Tamborski, Christ
, p. 281 - 291 (2007/10/02)
An improved method for the synthesis of 3,5-dibromophenyllithium (I) has been developed.The reactions between I and various substrates leads to a variety of substituted compounds e.g. (3,5-Br2C6H3)nX; when n = 1, X = -CO2H, -CHO, -Si(CH3)2Cl, -C(O)C3F7, -C(O)CF2(OCF2CF2)3OC2F5, -C(O)CF(CF3)OC3F7, -C(O)CF(CF3)2OC3F7, -C(CF3)2OH and C6F5; when n = 2, X = p-C6F4; when n = 3, X = P.The thermal stability of I is also reported.
