5565-85-5Relevant academic research and scientific papers
Formation of pentaorganostannates from Bis(2-bromo-2′-biphenyl) stannanes and tert-butyllithium upon substitution of alkyl and aryl groups on tin atoms
Saito, Masaichi,Imaizumi, Sanae,Tajima, Tomoyuki
, p. 2153 - 2157 (2010/09/06)
The reaction, of bis(2-brom.o-2'-biphenyl)stannanes 1 with tert-butyllithium in the presence of diaryl- and dialkyldichlorostannanes leads to the extrusion of aryl and alkyl groups on the tin atom, affording 9-stannafluorene derivatives bearing biphenyl g
Carbanions as intermediates in the formation of Grignard reagents
Van Klink, Gerard P.M.,De Boer, Henricus J.R.,Schat, Gerrit,Akkerman, Otto S.,Bickelhaupt, Friedrich,Spek, Anthony L.
, p. 2119 - 2135 (2008/10/08)
The formation of reactive carbanions in Grignard reagents was discussed. Inter- and/or intramolecular migrations of organotin and organosilicon groups were also studied. Results showed that the high percentage of rearrangement reactions proves that the anionic species are not located on a minor pathway.
REGIOSELECTIVE DIMETALLIERUNG VON AROMATEN. BEQUEMER ZUGANG ZU 2,2'-DISUBSTITUIERTEN BIPHENYLDERIVATEN
Neugebauer, Wolfgang,Kos, Alexander J.,Schleyer, Rague
, p. 107 - 118 (2007/10/02)
Lithiation of biphenyl with 2.4 mol of n-butyllithium in the presence of TMEDA led directly to the 2,2'-dilithio derivative (I) in modest, but preparatively useful yields.I, in turn, was converted to a variety of products.The activation of the 2'-position of 2-lithiobiphenyl was shown directly by a separate experiment.MNDO calculations indicate stabilization in I by double bridging and in 2-lithiobiphenyl by intramolecular ? interaction of Li with the o-phenyl group.Similar interactions in substitution transition states rationalize the specificity of the reactions observed.
