Tunable Aryl Imidazolium Recyclable Ionic Liquid with Dual BrOnsted-Lewis Acid as Green Catalyst for Friedel-Crafts Acylation and Thioesterification

被引：16

作者：

Lin, Yi-Jyun ^{[1
]}

Wu, Yao-Peng ^{[1
]}

Thul, Mayur ^{[1
]}

Hung, Ming-Wei ^{[1
]}

Chou, Shih-Huan ^{[2
]}

Chen, Wen-Tin ^{[3
]}

Lin, Wesley ^{[4
]}

Lin, Michelle ^{[4
]}

Reddy, Daggula Mallikarjuna ^{[1
]}

Wu, Hsin-Ru ^{[5
]}

Ho, Wen-Yueh ^{[6
,7
]}

Luo, Shun-Yuan ^{[1
]}

机构：

[1] Natl Chung Hsing Univ, Dept Chem, Taichung 402, Taiwan

[2] Taipei Amer Sch, Dept Chem, Taipei 111, Taiwan

[3] Taichung Municipal Chungming Senior High Sch, Dept Chem, Taichung 403, Taiwan

[4] Morrison Acad, Dept Chem, Taichung 406, Taiwan

[5] Natl Tsing Hua Univ, MOST, Instrumentat Ctr, Hsinchu 30013, Taiwan

[6] Chia Nan Univ Pharm & Sci, Dept Cosmet Sci, Tainan 717, Taiwan

[7] Chia Nan Univ Pharm & Sci, Inst Cosmet Sci, Tainan 717, Taiwan

来源：

MOLECULES | 2020年 / 25卷 / 02期

关键词：

ionic liquids; Friedel-Crafts acylation; thioesterification; recyclable; INTERMOLECULAR RADICAL REACTION; THIOESTERS; ALDEHYDES; EFFICIENT; SUPERACIDS; REDUCTION; THIOLS;

D O I：

10.3390/molecules25020352

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Unique tunable aryl imidazolium ionic liquids successfully catalyzed Friedel-Crafts acylation and thioesterification in sealed tubes. These reactions can form a C-C bond and a C-S bond with high atom economy. Ionic liquids exhibited high activity and catalyzed essential reactions with good to excellent yields while retaining their catalytic activities for recycling.

引用

页数：15

共 38 条

[1] Tunable Aryl Alkyl Ionic Liquids (TAAILs): The Next Generation of Ionic Liquids [J].

Ahrens, Sebastian ;

Peritz, Anke ;

Strassner, Thomas .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (42) :7908-7910

[2] Characterizing ionic liquids on the basis of multiple solvation interactions [J].

Anderson, JL ;

Ding, J ;

Welton, T ;

Armstrong, DW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (47) :14247-14254

[3] Dess-Martin periodinane mediated synthesis of thioesters from aldehydes [J].

Bandgar, Sunita B. ;

Bandgar, B. P. ;

Korbad, B. L. ;

Sawant, S. S. .

TETRAHEDRON LETTERS, 2007, 48 (07) :1287-1290

[4]

Bechara WS, 2012, NAT CHEM, V4, P228, DOI [10.1038/NCHEM.1268, 10.1038/nchem.1268]

[5] Comparison of Ionic Liquids to Conventional Organic Solvents for Extraction of Aromatics from Aliphatics [J].

Canales, Roberto I. ;

Brennecke, Joan F. .

JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2016, 61 (05) :1685-1699

[6] Synthesis and Properties of Magnetic Aryl-Imidazolium Ionic Liquids with Dual Bronsted/Lewis Acidity [J].

Chang, Jui-Cheng ;

Yang, Che-Hsuan ;

Sun, I-Wen ;

Ho, Wen-Yueh ;

Wu, Tzi-Yi .

MATERIALS, 2018, 11 (12)

[7] Transition metal based ionic liquid (bulk and nanofiber composites) used as catalyst for reduction of aromatic nitro compounds under mild conditions [J].

Chinnappan, Amutha ;

Kim, Hern .

RSC ADVANCES, 2013, 3 (10) :3399-3406

[8] Carbocation-forming reactions in ionic liquids [J].

Creary, X ;

Willis, ED ;

Gagnon, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (51) :18114-18120

[9] Transition metal chemistry in ionic liquids [J].

Dyson, PJ .

TRANSITION METAL CHEMISTRY, 2002, 27 (04) :353-358

[10] Chloroindate(III) ionic liquids:: recyclable media for Friedel-Crafts acylation reactions [J].

Earle, MJ ;

Hakala, U ;

Hardacre, C ;

Karkkainen, J ;

McAuley, BJ ;

Rooney, DW ;

Seddon, KR ;

Thompson, JM ;

Wähälä, K .

CHEMICAL COMMUNICATIONS, 2005, (07) :903-905

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