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題名 | 高壓對於光誘導Diels-Alder反應的非對映選擇性影響=Pressure-Effects on the Diastereoselectivity of Photoinduced Diels-Alder Readtions |
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作者 | 鍾文聖; | 書刊名 | 化學 |
卷期 | 55:4 1997.12[民86.12] |
頁次 | 頁45-52 |
專輯 | 溶液態光物理化學 |
分類號 | 346.01 |
關鍵詞 | 高壓效應; 溶劑效應; 光誘導Diels-Alder反應; 非對映選擇性; Pressure effects; Solvent effects; Photoinduced Diels-Alder reaction; Diastereoselectivity; |
語文 | 中文(Chinese) |
中文摘要 | 本篇報告研究高壓(1-2000大氣壓)及溶劑效應,對於1,3-環己二烯1在光誘導電子 傳遞 (photoinduced electron transfer) 及參態 - 參態能量傳遞 (triplet-triplet energy transfer) 所引導的雙體化反應過程,產物的非對映選擇性之影響。 在光誘導電子 傳遞的雙體化反應中, 生成內式 -2 及外式 -3 的活性體積 (activation volume) 之差異 在乙�� (acetonitrile) 溶液中為小的正值 (+1 ∼ +2cm �� /mol), 但是在苯溶液中則通 常為較大的負值 (-9 ∼ -12cm �� /mol)。 上述之結果顯示了不同溶合程度的離子對 (solvated ion pairs) 分別於兩種不同溶劑中扮演重要角色。在參態 - 參態能量傳遞所引 導的雙體化反應過程中,雖然產物不會因為光敏化劑或壓力的不同而改變,但是雙體化的效 率卻是既受壓力也受溶劑的影響。 參態 - 參態能量傳遞所引導的雙體化反應效率之活性體 積,分佈在 -22 至 +2.1cm �� /mol 之間,且受參態敏化劑能量及所使用溶劑的影響。 |
英文摘要 | The product distributions for the photoinduced electron transfer and triplet-triplet energy-transfer sensitized dimerization of 1,3-cyclohexadiene 1 were determined as afunction of pressure and solvent in the range of 0.1-203 MPa. In the case of the photoinduced (DCN-induced) electron-transfer sensitized dimerization, differences in activation volumes for the formation of endo-2 and exo-3 adducts are small and positive in acetonitrile (ca.+1 to +2 cm �� /mol) but are negative and unusually large (ca. -9 to -12 cm �� /mol) in benzene. The results are consistent with the involvement of different types of solvated ion pairs in the two solvents. Although the product distribution does not change for any of the sensitizers and pressures used in the triplet-sensitized reaction, the efficiency of dimerization was surprisingly both pressure and solvent dependent. The activation volumes for efficiency of dimerization of 1 by triplet-triplet energy transfer fall in the range -22 to +2.1 cm �� /mol and depend on both the triplet energy of the sensitizer and the solvent used. |
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