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1997 (1)
1Author    LuRequires cookie*
 Title    Synthesis of N,C,C-Trilithio-2,5-diaIlyl- pyrrole and its Solvent-Controlled Reactions with Electrophiles  
 Abstract    te d so lu tio n s ca n b e co o led to -80 °C w ith o u t p rec ip ita tio n . B e rn d W ra c k m e y e r5 5 B e rn d Schw arze Iris O rd u n g , 2,5-Diallylpyrrole 1 reacts with an excess of "BuLi in hexane/diethylether to give the N,C,C-trilithio reagent 2. 7Li NMR spectra of 2 in THF/ HMPTA at low tem perature indicate the pres­ ence of an ionic species. Reactions of 2 in TH F with electrophiles such as H 20 , D20 , Mel, Me3SiCl and Me3SnCl lead selectively to the cis-isomers 3a -6 a, whereas the analogous reactions in hexane or diethylether afford mixtures contain­ ing both cis-and rram-isomers (e.g. 3b). 
  Reference    Z. Naturforsch. 52b, 427—430 (1997); received November 5 1996 
  Published    1997 
  Keywords    Pyrrole, Solvent Controlled Reactions, NMR Spectra 
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 TEI-XML for    default:Reihe_B/52/ZNB-1997-52b-0427_n.pdf 
 Identifier    ZNB-1997-52b-0427_n 
 Volume    52