Tantallacarborane Mediated Consecutive C–C and C–N Coupling Reactions of Alkyl Isonitriles: A Facile Route to N‑Heterocycles
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https://figshare.com/articles/dataset/Tantallacarborane_Mediated_Consecutive_C_C_and_C_N_Coupling_Reactions_of_Alkyl_Isonitriles_A_Facile_Route_to_N_Heterocycles/2084410
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资源简介：
Reactions
of tantallacarborane methyl complexes ([η1:η5-(Me2NCH2CH2)C2B9H10]TaMe3 (1) and
[η1:η5-(MeOCH2CH2)C2B9H10]TaMe3 (8)) with alkyl isonitriles have been studied.
Complex 1 reacted with 1 equiv of RNC (R = TMSCH2, Cy, and iPr) to afford double
migratory insertion products [η1:η5-(Me2NCH2CH2)C2B9H10]Ta[η2-C,N-C(Me2)NCH2TMS]Me (2) and [σ:η1:η5-{MeN(CH2)CH2CH2}C2B9H10]Ta[N(iPr)R]Me (R = Cy (3), iPr (4)). However,
treatment of 1 or 8 with 4 equiv of alkyl
isonitriles gave two fused six-membered N-heterocycles 5–7 and 9 via consecutive
C–C/C-N bond-forming reactions. All new complexes were characterized
by 1H, 13C, and 11B NMR spectra as
well as elemental analyses. Their structures were further confirmed
by single-crystal X-ray analyses. The results show that aryl and alkyl
isonitriles exhibit significantly different reactivity patterns. This
work also offers a very efficient method for the synthesis of N-heterocycles.
创建时间：
2016-02-12
