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DOI: 10.1039/A702792C (Paper) Reference Section for: Chem. Commun., 1997, 2091-2092

Reactions of 1,3,5-triazine with organolithium compounds yielding 1,4-dihydrotriazines or the ring-opened products, a 3-lithio-1,3,5,7-tetraazaheptatriene or -1,3,5-triazaheptatriene†

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Willem M. Boesveld and Michael F. Lappert

Abstract

1,3,5-Triazine 1 reacts with the lithium alkyl LiR′ (R′ = CHR2, CH2R, Me, Bun or Ph; R = SiMe3) to give 1,4-adducts which on hydrolysis yield the first simple 1,4-dihydrotriazines; however, 1 with LiNR2 or LiCR3(thf)2 gives the crystalline ring-opened 3-lithio-1,3,5,7-tetraazaheptatriene 5 or -1,3,5-triazaheptatriene 6 [Li{RNC(H)NC(H)NC(H)ER}]n(µ-L) (E = N, n = 3 and L is absent 5, or E = CR, n = 2 and L = thf = tetrahydrofuran 6).

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