Lithium alkyl assisted coupling of a 2-cyano-2,3-dihydro-1H-1,3,2- diazaborole to givetBuNCH=CHN(tBu)BC(iPr)= N-BN(tBu)CH=CHNtBu

L. Weber , I. Domke , A. Rausch , Anna Chrostowska (1) , Alain Dargelos (1)

1 IPREM - Institut des sciences analytiques et de physico-chimie pour l'environnement et les materiaux

Reaction of 2-cyano-1,3,2-diazaborole tBuNCH=CHN( tBu)BCN (2) with half an equivalent of isopropyllithium afforded compound tBuNCH=CHN(tBu)BC(iPr)=N-BN( tBu)CH=CHNtBu (7). In contrast to this, a 1 : 1 stoichiometry of the reactants led to tBuNCH=CHN(tBu) BiPr (6) as the product of a nucleophilic substitution process at the boron atom. Similarly, regardless of the molar ratio of reactants employed, treatment of 2 with cyclopropyllithium, isobutyllithium or phenyllithium afforded solely substitution products tBuNCH=CHN(tBu)BR [R = cPr (12); Ph (13); iBu (14)].

Domaines: Chimie inorganique; Chimie organique

L. Weber, I. Domke, A. Rausch, Anna Chrostowska, Alain Dargelos. Lithium alkyl assisted coupling of a 2-cyano-2,3-dihydro-1H-1,3,2- diazaborole to givetBuNCH=CHN(tBu)BC(iPr)= N-BN(tBu)CH=CHNtBu. Dalton Transactions, 2004, 14, pp.2188--2191. ⟨10.1039/b404075a⟩. ⟨hal-01566348⟩