Sc. Ball et al., THE MECHANISM OF LITHIATION AND NITRILE INSERTION REACTIONS OF BETA-METHYLAZINES - EVIDENCE FROM THE STRUCTURE OF 3-C5H4NCH=C(PH)N(H)C(PH)=NLI.PMDETA, Journal of organometallic chemistry, 550(1-2), 1998, pp. 457-461
A 1:1:1 reaction of 3-methylpyridine, 1, with LDA and PhCN in the pres
ence of PMDETA gives the title complex 6, shown by X-ray crystallograp
hy to be the first monomeric iminolithium. The isolation of 6, and of
a cyclised product 8 when a 3:10:3 reaction of 1:LDA:PhCN is carried o
ut, suggest a mechanism for previously published cyclisation reactions
of beta-methylazines. (C) 1998 Elsevier Science S.A.