Cyclophanes. I. Preparations and Conformational Properties of Dioxazolo[3^2]metacyclophane and Related Compounds(Organic,Chemical)
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概要
- 論文の詳細を見る
The one-pot coupling reactions of bis(2-isocyano-2-tosylethyl)benzenes (5) with phthalaldehydes (11) afforded dioxazolo[3^2]cyclophanes (12a, 12d, 12e, 12f, and 12h), bis(naphth[2,1-d]oxazol-4-yl)benzenes (13a-c), and tetraoxazolo[3^4']parametacyclophane (14) as 1:1, 1:2, and 2:2 adducts, respectively. On the basis of the variable-temperature nuclear magnetic resonance (VT-NMR) spectra of dioxazolo[3^2]metacyclophane (12e), 12e in solution at room temperature exists in a syn form and the energy barrier to the conformational change (ΔG^<&bn;>) at the coalescence temperature (T_c=38℃) is determined to be 64.5kJ/mol, which is higher than that of parent [3^2]metacyclophane (1). Therefore, it was suggested that the annelations of two oxazole rings to the two methylene bridges of 1 significantly affected the mobility of the benzene rings of 12e.
- 社団法人日本薬学会の論文
- 1987-12-25
著者
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佐々木 秀明
Faculty of Pharmaceutical Sciences
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北川 徳治郎
Faculty of Pharmaceutical Sciences
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佐々木 秀明
Faculty Of Pharmaceutical Sciences Kobe-gakuin University
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北川 徳治郎
Faculty Of Pharmaceutical Sciences Kobe Gakuin University
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