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    Please use this identifier to cite or link to this item: http://asiair.asia.edu.tw/ir/handle/310904400/17353


    Title: Conformational Analysis of trans- 2,11-Dithia-4e,5,6,7e,8,9-hexahydro[3.3]paracyclophane Using VT-NMR
    Authors: Ya-Chen Yang;Chen-Huei Lin;Lee-Huei Lin;Shaw-Tao Lin
    Contributors: 保健營養生技學系
    Keywords: Hexahydrocyclophane;VT-NMR;Coalescence temperature;MM2;Ring-inversion.
    Date: 2012-04
    Issue Date: 2012-11-26 10:31:53 (UTC+8)
    Abstract: The conformation of trans-2,11-dithia-4e,5,6,7e,8,9-hexahydro[3.3]paracyclophanes (5, tDTHHPCP) was investigated by using H-1 NMR analysis under variable-temperature condition. Based on the dynamic H-1 NMR behavior along with a structure obtained from simulation using the MM2 method, it has been deduced that 5 occurs preferentially in conformer 5a in CD2Cl2 solution, which the two sulfur atoms are situated as the chair form and cyclohexano unit as a distorted boat form. The energy barrier (Delta G double dagger) for the inversion of the bridge (-CH2SCH2-) has been estimated to be 11.6 kcal mol(-1) (600 MHz, Tc = -30 degrees C). The proton chemical shifts are assigned for the individual hydrogen according to the spectra obtained at -70 degrees C.
    Relation: JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 59(3):373-377.
    Appears in Collections:[食品營養與保健生技學系] 期刊論文

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