Bridge Flipping Data from Dynamic 1H‐NMR Spectra of 2,6‐Dimethyl‐[9](3,5)‐Pyridophane and its Pyrylium and N‐Methylpyridinium Analogs

Alexandru T. Balaban, Teodor‐Silviu ‐S Balaban, Makoto Nitta, Nobuhiro Kanomata

    研究成果: Article

    3 引用 (Scopus)

    抄録

    Dynamic 1H‐NMR spectra between room temperature and −90 °C for the title compounds indicate that the flipping of the nonamethylene bridge is slowed down on cooling (ΔGc‡ = 9.8 kcal/mol for the 2/8 methylene groups in the pyridinophane with coalescence temperature Tc = −58 °C) but the pseudorotation persists even at −90 °C. The bridge flipping is somewhat easier in the N‐methylpyridinium (ΔGc‡ = 9.7 kcal/mol, Tc = −63 °C) and in the pyrylophanium perchlorates (ΔGc‡ = 8.9 kcal/mol, Tc = −78 °C).

    元の言語English
    ページ（範囲）1047-1051
    ページ数5
    ジャーナルBulletin des Sociétés Chimiques Belges
    巻101
    発行部数12
    DOI
    出版物ステータスPublished - 1992

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    Perchlorates
    Coalescence
    Cooling
    Temperature

    ASJC Scopus subject areas

    • Chemistry(all)

    これを引用

    Bridge Flipping Data from Dynamic 1H‐NMR Spectra of 2,6‐Dimethyl‐[9](3,5)‐Pyridophane and its Pyrylium and N‐Methylpyridinium Analogs. / Balaban, Alexandru T.; Balaban, Teodor‐Silviu ‐S; Nitta, Makoto; Kanomata, Nobuhiro.

    ：: Bulletin des Sociétés Chimiques Belges, 巻 101, 番号 12, 1992, p. 1047-1051.

    研究成果: Article

    Balaban, AT, Balaban, TSS, Nitta, M & Kanomata, N 1992, 'Bridge Flipping Data from Dynamic 1H‐NMR Spectra of 2,6‐Dimethyl‐[9](3,5)‐Pyridophane and its Pyrylium and N‐Methylpyridinium Analogs', Bulletin des Sociétés Chimiques Belges, 巻. 101, 番号 12, pp. 1047-1051. https://doi.org/10.1002/bscb.19921011210
    Balaban AT, Balaban TSS, Nitta M, Kanomata N. Bridge Flipping Data from Dynamic 1H‐NMR Spectra of 2,6‐Dimethyl‐[9](3,5)‐Pyridophane and its Pyrylium and N‐Methylpyridinium Analogs. Bulletin des Sociétés Chimiques Belges. 1992;101(12):1047-1051. https://doi.org/10.1002/bscb.19921011210
    Balaban, Alexandru T. ; Balaban, Teodor‐Silviu ‐S ; Nitta, Makoto ; Kanomata, Nobuhiro. / Bridge Flipping Data from Dynamic 1H‐NMR Spectra of 2,6‐Dimethyl‐[9](3,5)‐Pyridophane and its Pyrylium and N‐Methylpyridinium Analogs. ：: Bulletin des Sociétés Chimiques Belges. 1992 ; 巻 101, 番号 12. pp. 1047-1051.
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    abstract = "Dynamic 1H‐NMR spectra between room temperature and −90 °C for the title compounds indicate that the flipping of the nonamethylene bridge is slowed down on cooling (ΔGc‡ = 9.8 kcal/mol for the 2/8 methylene groups in the pyridinophane with coalescence temperature Tc = −58 °C) but the pseudorotation persists even at −90 °C. The bridge flipping is somewhat easier in the N‐methylpyridinium (ΔGc‡ = 9.7 kcal/mol, Tc = −63 °C) and in the pyrylophanium perchlorates (ΔGc‡ = 8.9 kcal/mol, Tc = −78 °C).",
    author = "Balaban, {Alexandru T.} and Balaban, {Teodor‐Silviu ‐S} and Makoto Nitta and Nobuhiro Kanomata",
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    AU - Balaban, Alexandru T.

    AU - Balaban, Teodor‐Silviu ‐S

    AU - Nitta, Makoto

    AU - Kanomata, Nobuhiro

    PY - 1992

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    N2 - Dynamic 1H‐NMR spectra between room temperature and −90 °C for the title compounds indicate that the flipping of the nonamethylene bridge is slowed down on cooling (ΔGc‡ = 9.8 kcal/mol for the 2/8 methylene groups in the pyridinophane with coalescence temperature Tc = −58 °C) but the pseudorotation persists even at −90 °C. The bridge flipping is somewhat easier in the N‐methylpyridinium (ΔGc‡ = 9.7 kcal/mol, Tc = −63 °C) and in the pyrylophanium perchlorates (ΔGc‡ = 8.9 kcal/mol, Tc = −78 °C).

    AB - Dynamic 1H‐NMR spectra between room temperature and −90 °C for the title compounds indicate that the flipping of the nonamethylene bridge is slowed down on cooling (ΔGc‡ = 9.8 kcal/mol for the 2/8 methylene groups in the pyridinophane with coalescence temperature Tc = −58 °C) but the pseudorotation persists even at −90 °C. The bridge flipping is somewhat easier in the N‐methylpyridinium (ΔGc‡ = 9.7 kcal/mol, Tc = −63 °C) and in the pyrylophanium perchlorates (ΔGc‡ = 8.9 kcal/mol, Tc = −78 °C).

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