苯并呋喃类液晶的合成是以烷基苯酚为原料,经氯仿甲酰化,得到取代水杨醛,由此可合成出取代的苯并呋喃,进而可合成出一系列苯并呋喃类液晶.目标化合物经H~1NMR、MS和元素分析,确认了分子结构.液晶的相变温度通过差热扫描仪测定,测量结果为熔点T_(mp)=83.66℃;清亮点T_(cp)=145.42℃.
Benzofuran liquid crystals were synthesized in the base of alkylphenels by formylating ehloroform. The intermediate compound which called substitute salicylic aldehyde would be produced. In this way, substitute benzofuran could be obtained. Thereby a series of benzofuran liquid crystals would be synthesized. The structures of liquid crystal compounds were confirmed by H~1 NMR and MS,the phase transition temperature was measured by DSC.Transition temperatures are T_(mp)=83.66℃)T_(cp)=145.42 ℃.
参考文献
| [1] | Leadbeater N E.Fast,easy,clean chemistry by using water as a solvent and microwave heating:the Suzuki couplingas an illustration[J].Chem.Commun,2005,23:2881-2902. |
| [2] | Xiao J C,Shreeve J M.Synthesis of 2,2'-Biimidazolium-based ionic liquids:Use as a new reaction medium and ligand for palladium-catalyzed suzuki cross-coupling reactions FJ].J.Org.[hem,2005,70(8):3072-3078. |
| [3] | Revell J D,Ganesan A.Ionic liquid acceleration of solid-phase Suzuki-Miyaura cross-coupling reactions[J].Org.Lett.,2002,4(18):3071-3073. |
| [4] | Leadbeater N E,Marco M.Ligand-free palladium catalysis of the Suzuki reaction in water using microwave heating[J].Org.Lett.,2002,4(17):2973-2976. |
| [5] | Wallow T I,Novak B M.Highly efficient and accelerated Suzuki aryl couplings mediated by phosphine-free palladium sources[J].J.Org.Chem.,1994,59(17):5034-5037. |
| [6] | Liu L F,Zhang Y H,Wang Y G.Phosphine-free palladium acetate catalyzed Suzuki reaction in water[J].J.Org.Chem.,2005,70(15):6122-6125. |
| [7] | Biffis A,Sperotto E.Microgel stabilized metal nanoclusters:Improved solid-state stability and catalytic activity in suzuki couplings[J].Langmuir,2003,19(22):9548-9550. |
| [8] | Mathews C J,Smith P J,Welton T.Palladium catalysed Suzuki cross-coupling reactions in ambient temperature ionic liquids[J].Chem.Commun.,2000,14:1249-1250. |
| [9] | Badone D,Baroni M,Cardamone R,et al.Highly efficient palladium-catalyzed boronic acid coupling reactions in water:scope and limitations[J].J.Org.Chem.,1997,62(21):7170-7173. |
| [10] | Baleizao C,Corma A,Garcia H,et al.Oxime carbapalladacycle covalently anchored to high surface area inorganic supports or polymers as heterogeneous green catalysts for the suzuki reaction in water[J].J.Org.Chem.,2004,69(2):439-446. |
| [11] | Li S H,Lin Y J,Zhang S B,et al.Guanidine/Pd(OAc)_2-catalyzed room temperature Suzuki cross-coupling reaction in aqueousmedia under aerobic conditions[J].J.Org.Chem.,2007,72(11):4067-4072. |
| [12] | Namboodiri V V,Varma R S.Microwave-accel-erated Suzuki cross-coupling reaction in polyethylene glycol(PEG)[J].Green Chem.,2001,3(3):146-148. |
| [13] | McNulty J,Capretta A,Wilson J,et al.Suzuki cross-coupling reactions of aryl halidesih phosphonium salt ionic liquid under mild conditions[J].Chem.Commun.,2002,17:1986-1987. |
| [14] | Carroll M A,Holmes A B.Palladium-catalysed carboncarbon bond formation in supercritical carbon dioxide[J].Chem.Commun.,1998,12:1395-1396. |
| [15] | 王伟.组合双金属催化Suzuki偶联反应的研究[D].大连:中国科学院研究生院(大连化学物理研究所),2004. |
| [16] | Oliver B L,Katja Dahms,Mathias O.Senge.Allenylporphyrins:a new motif on the porphyrin periphery[J].Tetrahedron Lett.,2009,50(21):2566-2569. |
| [17] | Guo Mengping,Zhang Qiaochu.An inexpensive and highly stable palladium(Ⅱ) complex for room temperature Suzuki coupling reactions under ambient atmosphere[J].Tetrahedron Left.,2009,50(17):1965-1968. |
| [18] | 邓友节,靳灿辉,许东亮.一种苯并呋嘀衍生物、其制备方法及用途:中国,CN:1506358A[P].2004-06-23. |
| [19] | Kirsch P,Krause J,Tarumi K,et al.New benzo furan derivatives used as components of liquid crystal media for liquid crystal and electro-optical displays:Germany,DE 19909760(A1)[P].1999-10-21. |
| [20] | Kirsch P,Krause J,Tarumi K,et al.New optically inactive benzo furan,benzo(1,2-b:4,5-b) difuran and benzo(1,2-b:5,4-b')difuran derivatives,used in liquid crystal media:Germany,DE19909761[P].1999-10-21. |
| [21] | 徐克勋,主编.精细有机化工原料及中间体手册[M].北京:化学化工出版社,2002:3-169. |
| [22] | Zhang H C,Kwong F Y,Tian Y,et al.Base and cation effects on the Suzuki cross-coupling of bulky arylboronic acid with halopyridines:synthesis of pyridylphenals[J].J.Org.Chem.,1998,63(20).6886-6899. |
上一张
下一张
上一张
下一张
计量
- 下载量()
- 访问量()
文章评分
- 您的评分：
-
10%
-
20%
-
30%
-
40%
-
50%