58568-20-0Relevant articles and documents
Polymer supported naphthalene-catalysed lithiation reactions
Gomez, Cecilia,Ruiz, Sonia,Yus, Miguel
, p. 1397 - 1400 (1998)
The reaction of functionalised mono or dichlorinated materials 1a-6a with an excess of lithium and a catalytic amount of a naphthalene supported polymer (P-152, easily prepared by radical copolymerisation of 2-vinylnaphthalene, styrene and divinylbenzene) in THF either in the presence (Barbier-type conditions) or not of different electrophiles [Me3SiCl, Bu(n)CHO, Bu(i)CHO, PhCHO, Et2CO, c(C3H5)2CO, Pr(i)2CO, (CH2)4CO, (CH2)5CO, PhCOMe, PhCH=NPh] leads, after hydrolysis, to the expected products 1c-6c. The catalyst is quantitatively recovered and can be reused several times without any loss of its activity.
Polyphenylene as an electron transfer catalyst in lithiation processes
Yus, Miguel,Gómez, Cecilia,Candela, Pablo
, p. 6207 - 6210 (2007/10/03)
The lithiation of different functionalised chlorinated materials (1a-c), dichlorinated compounds (1d-f) and benzofused cyclic ethers (1g,h) with lithium powder in the presence of catalytic amounts of either linear (LPP) or crosslinked (CPP) polyphenylene, in THF at temperatures ranging between -78 and 20°C, leads to the expected organolithium intermediates (Ia-h), which by reaction with electrophiles [ButCHO, PhCHO, Et2CO, (CH2)5CO, PhCOMe, Me3SiCl] gives, after hydrolysis with water, the expected products 2aa-hf.
Arene-catalysed Lithiation Reactions with Lithium at Low Temperature
Yus, Miguel,Ramon, Diego J.
, p. 398 - 400 (2007/10/02)
The reaction of functionalized alkyl chlorides or phenyl sulphides with an excess of lithium powder in the presence of a catalytic amount of an arene (1percent; naphthalene, biphenyl, 4,4'-di-tert-butylbiphenyl) in tetrahydrofuran (THF) at -78 deg C gives the corresponding organolithium compounds, which react with electrophiles such as water, iso-butyraldehyde, or cyclohexanone to yield the expected reaction products.
