7-氧-双环[2.2.1]环庚烷-2,3,5,6-四酸二酐的合成研究
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摘要
在CuCl或CuCl2作用下,Pd(0)或PdCl2催化烯烃和多烯烃与CO进行的反应是常用的甲氧基羰基化反应。采用3,6-环氧-1,2,3,6-四氢邻苯二甲酸酐通过二甲氧基羰基化反应合成了一个新的化合物,7-氧-双环[2.2.1]环庚烷-2,3,5,6-四酸二酐。红外光谱(FT-IR)与核磁共振(1 H-NMR)证实了目标产物含呋喃结构的脂环族二酐被成功合成。
Palladium(0) and palladium(Ⅱ) chloride are known to catalyze the bismethoxycarbonylation of alkenes and alknes with carbon monoxide in the presentce of CuCl or CuCl2.The present work related the facile synthesis of novel compounds,7-Oxabicyclo[2.2.1]heptane-2,3,5,6-tetracarboxylate,by bismethoxycarbonylation of the double bond.IR and NMR spectra indicated that the synthesis of the furan-containing alicyclic dianhydrides was successfully performed.
Palladium(0) and palladium(Ⅱ) chloride are known to catalyze the bismethoxycarbonylation of alkenes and alknes with carbon monoxide in the presentce of CuCl or CuCl2.The present work related the facile synthesis of novel compounds,7-Oxabicyclo[2.2.1]heptane-2,3,5,6-tetracarboxylate,by bismethoxycarbonylation of the double bond.IR and NMR spectra indicated that the synthesis of the furan-containing alicyclic dianhydrides was successfully performed.
引文
[1]丁孟贤.聚酰亚胺-化学、结构与性能的关系及材料[M].北京:科学出版社,2006,11-13.
[2]Mathews A S,Kim I L,Ha C S.Synthesis,characterization,andproperties of fully aliphatic polyimides and their derivatives formicroelectronics and optoelectronics applications[J].Macromo-lecular Research,2007,15(2):114-128.
[3]朱帅柯,罗光明,田志林,刘峰.脂环族聚酰亚胺的研究进展[J].化工新型材料,2011,39(4):5-13.
[4]James D E,Stille J K.The Palladium(Ⅱ)catalyzed olefin car-bonylation reaction mechanisms and synthetic utility[J].Journalof the American Chemical Society,1976,98(7):1810-1823.
[5]Bréchott P,Chauvin Y,Commereuc D,Saussine L.Palladium-catalyzed oxidative carbonylation of ethylene and propylene bybutyl nitrite and carbon monoxide[J].Organometallics,1990,9(1):26-30.
[6]熊兵,刘峰,张旭华.一种新型耐高温聚酰亚胺低聚物的研究[J].化工新型材料,2009,37(1):36-37.
[7]Thomas A D,Miller L.Repetitive diels-alder reactions for thegrowth of linear polyacenequinoid derivatives[J].Journal of Or-ganic Chemistry,1986,51(22):4160-4169.
[8]Yamada M,Kusama M,Matsumoto T,Kurosaki T.Synthesis of Bicy-clo[2.2.1]heptane-2,3,5,6-tetracarboxylic 2,3,5,6-Dianhydrides[J].Journal of Organic Chemistry,1992,57(22):6075-6077.
[9]Mahaim C,Carrupt P-A,Hagenbuch J-P,et al.An efficient syn-thesis of 2,3,5,6-tetramethylidene-7-oxanorbornane[J].Hel-vetica Chimica Acta,1980,63(5):1149-1157.
[10]Jolliffe K,Michael N.Row P.A study of the scope of the bisme-thoxycarbonylation of norbornene systems[J].Tetrahedron,1995,51(9):2689-2698.
[2]Mathews A S,Kim I L,Ha C S.Synthesis,characterization,andproperties of fully aliphatic polyimides and their derivatives formicroelectronics and optoelectronics applications[J].Macromo-lecular Research,2007,15(2):114-128.
[3]朱帅柯,罗光明,田志林,刘峰.脂环族聚酰亚胺的研究进展[J].化工新型材料,2011,39(4):5-13.
[4]James D E,Stille J K.The Palladium(Ⅱ)catalyzed olefin car-bonylation reaction mechanisms and synthetic utility[J].Journalof the American Chemical Society,1976,98(7):1810-1823.
[5]Bréchott P,Chauvin Y,Commereuc D,Saussine L.Palladium-catalyzed oxidative carbonylation of ethylene and propylene bybutyl nitrite and carbon monoxide[J].Organometallics,1990,9(1):26-30.
[6]熊兵,刘峰,张旭华.一种新型耐高温聚酰亚胺低聚物的研究[J].化工新型材料,2009,37(1):36-37.
[7]Thomas A D,Miller L.Repetitive diels-alder reactions for thegrowth of linear polyacenequinoid derivatives[J].Journal of Or-ganic Chemistry,1986,51(22):4160-4169.
[8]Yamada M,Kusama M,Matsumoto T,Kurosaki T.Synthesis of Bicy-clo[2.2.1]heptane-2,3,5,6-tetracarboxylic 2,3,5,6-Dianhydrides[J].Journal of Organic Chemistry,1992,57(22):6075-6077.
[9]Mahaim C,Carrupt P-A,Hagenbuch J-P,et al.An efficient syn-thesis of 2,3,5,6-tetramethylidene-7-oxanorbornane[J].Hel-vetica Chimica Acta,1980,63(5):1149-1157.
[10]Jolliffe K,Michael N.Row P.A study of the scope of the bisme-thoxycarbonylation of norbornene systems[J].Tetrahedron,1995,51(9):2689-2698.