An improved practical Pd/C-catalyzed Sonogashira cross-coupling reaction for the synthesis of liquid crystals of trans-cyclohexyltolans

被引：12

作者：

Shang, Hongyong ^{[2
]}

Hua, Ruimao ^{[1
]}

Zheng, Qingwei

Zhang, Jianli ^{[2
]}

Liang, Xiao ^{[2
]}

Zhu, Qiming ^{[2
]}

机构：

[1] Tsinghua Univ, Dept Chem, Tinghua Univ, Beijing 100084, Peoples R China

[2] Shijiazhuang Developed Zone Yongsheng Huatsing Cr, Shijiazhuang 050091, Peoples R China

来源：

APPLIED ORGANOMETALLIC CHEMISTRY | 2010年 / 24卷 / 06期

关键词：

Pd/C; cuprous iodide; cross-coupling reaction; cyclohexyltolans; liquid crystals; ARYL HALIDES; PALLADIUM; ACETYLENES; CHARCOAL; CARBON;

D O I：

10.1002/aoc.1642

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An improved practical synthesis of liquid crystals of trans-cyclohexyltolans by Sonogashira cross-coupling reaction of 1-iodo-4-(trans-4-alkylcyclohexyl)benzene with aromatic terminal alkynes in the presence of Pd/C (palladium on activated carbon) as low as 0.03 mol% of Pd and Cul (2 mol%) in a mixture solvent of acetone-water (5:2 in volume) is described. The liquid crystals could be obtained in high yields as a solid with excellent purity by simple filtration, and the filtrate could be reused several times while still retaining high catalytic activity. Copyright (C) 2010 John Wiley & Sons, Ltd.

引用

页码：473 / 476

页数：4

共 50 条

[41] Pd-Isatin-Schiff base complex supported on graphene oxide as a catalyst for the Sonogashira cross-coupling reaction
Mirza-Aghayan, Maryam
Heidarian, Maryam
Alizadeh, Mahdi
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2024, 1009
[42] Recent Progress in the Use of Pd-Catalyzed C-C Cross-Coupling Reactions in the Synthesis of Pharmaceutical Compounds
Biajoli, Andre F. P.
Schwalm, Cristiane S.
Limberger, Jones
Claudino, Thiago S.
Monteiro, Adriano L.
[J]. JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2014, 25 (12) : 2186 - 2214
[43] Synthesis of Water-Soluble Phosphine Oxides by Pd/C-Catalyzed P-C Coupling in Water
Rummelt, Stephan M.
Ranocchiari, Marco
van Bokhoven, Jeroen A.
[J]. ORGANIC LETTERS, 2012, 14 (08) : 2188 - 2190
[44] A General Synthesis of Cross-Conjugated Enynones through Pd Catalyzed Sonogashira Coupling with Triazine Esters
Lin, Dezhi
Liu, Yunfang
Yang, Hongyu
Zhang, Xiao
Sun, Huaming
Jian, Yajun
Zhang, Weiqiang
Yang, Jianming
Gao, Ziwei
[J]. MOLECULES, 2023, 28 (11):
[45] A General Pd-Catalyzed Decarboxylative Cross-Coupling Reaction between Aryl Carboxylic Acids: Synthesis of Biaryl Compounds
Hu, Peng
Shang, Yaping
Su, Weiping
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (24) : 5945 - 5949
[46] Pd-catalyzed Suzuki cross-coupling reaction of bromostilbene: Insights on the nature of the boron species
Nunes, Carolina M.
Monteiro, Adriano L.
[J]. JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2007, 18 (07) : 1443 - 1447
[47] Aryl-guanidine/Pd-catalyzed Suzuki Cross-coupling Reaction at Room Temperature
LI Yan-chun 1
2.Key Laboratory of Polymer Ecomaterials
[J]. ChemicalResearchinChineseUniversities, 2012, 28 (02) : 242 - 244
[48] Aryl-guanidine/Pd-catalyzed Suzuki Cross-coupling Reaction at Room Temperature
Li Yan-chun
Lin Ying-jie
Zhang Suo-bo
Li Sheng-hai
Duan Hai-feng
[J]. CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2012, 28 (02) : 242 - 244
[49] trans-Stilbene as a Starting Material for the Synthesis of Tamoxifen Based on Palladium-Catalyzed Cross-Coupling Reactions
Nunes, Carolina M.
Limberger, Jones
Poersch, Silvia
Seferin, Marcus
Monteiro, Adriano L.
[J]. SYNTHESIS-STUTTGART, 2009, (16): : 2761 - 2765
[50] SYNTHESIS OF TRANS-ARYLVINYLBORONATES VIA A PALLADIUM-CATALYZED CROSS-COUPLING OF A VINYLBORONATE ESTER WITH ARYL HALIDES
STEWART, SK
WHITING, A
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1994, 482 (1-2) : 293 - 300

← 1 2 3 4 5 →