Synthesis and Characterization of Carboxylic Acids Bearing Poly(ethylene glycol) Chains

被引：2

作者：

Satoua, Motoi ^{[1
]}

Fujihara, Tetsuaki ^{[1
]}

Terao, Jun ^{[2
]}

Tsuji, Yasushi ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Engn, Dept Energy & Hydrocarbon Chem, Kyoto 6158510, Japan

[2] Univ Tokyo, Grad Sch Arts & Sci, Dept Basic Sci, Tokyo 1538902, Japan

来源：

SYNLETT | 2018年 / 29卷 / 05期

关键词：

carboxylic acids; poly(ethylene) glycol; oxidation; alcohol; palladium; PD BLACK FORMATION; AIR OXIDATION; LIGAND; ALDEHYDES;

D O I：

10.1055/s-0036-1591840

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Carboxylic acids 1a and 1b bearing three poly(ethylene glycol) (PEG) chains nd carboxylic acid 1c bearing one PEG chain were designed and synthesized. The carboxylic acids 1a - c were fully characterized by NMR and ESI-HRMS analyses. In a Pd-catalyzed aerobic oxidation of 1-phenylethanol, 1a and 1b worked well as carboxylate ligands.

引用

页码：556 / 559

页数：4

共 30 条

[1] Carboxylate-Assisted Ruthenium-Catalyzed Alkyne Annulations by C-H/Het-H Bond Functionalizations [J].

Ackermann, Lutz .

ACCOUNTS OF CHEMICAL RESEARCH, 2014, 47 (02) :281-295

[2] Carboxylate-Assisted Transition-Metal-Catalyzed C-H Bond Functionalizations: Mechanism and Scope [J].

Ackermann, Lutz .

CHEMICAL REVIEWS, 2011, 111 (03) :1315-1345

[3] Discrete metal-carboxylate self-assembled cages: Design, synthesis and applications [J].

Ahmad, Nazir ;

Chughtai, Adeel H. ;

Younus, Hussein A. ;

Verpoort, Francis .

COORDINATION CHEMISTRY REVIEWS, 2014, 280 :1-27

[4]

[Anonymous], 1997, ACS SYM SER, DOI DOI 10.1007/BF02916424

[5]

[Anonymous], 1976, POLYETHYLENE OXIDE

[6] Efficient production of polyrotaxanes from α-cyclodextrin and poly(ethylene glycol) [J].

Araki, J ;

Zhao, CM ;

Kohzo, I .

MACROMOLECULES, 2005, 38 (17) :7524-7527

[7]

Blackburn T F, 1977, J. Chem. Soc. , Chem. Commun., V157

[8] Carboxylate-bridged dinuclear manganese systems - From catalases to oxidation catalysis [J].

de Boer, Johannes W. ;

Browne, Wesley R. ;

Feringa, Ben L. ;

Hage, Ronald .

COMPTES RENDUS CHIMIE, 2007, 10 (4-5) :341-354

[9] Triarylphosphanes with Dendritically Arranged Tetraethylene Glycol Moieties at the Periphery: An Efficient Ligand for the Palladium-Catalyzed Suzuki-Miyaura Coupling Reaction [J].

Fujihara, Tetsuaki ;

Yoshida, Shohei ;

Ohta, Hidetoshi ;

Tsuji, Yasushi .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (43) :8310-8314

[10] N-Heterocyclic carbene ligands bearing poly(ethylene glycol) chains: effect of the chain length on palladium-catalyzed coupling reactions employing aryl chlorides [J].

Fujihara, Tetsuaki ;

Yoshikawa, Takahiro ;

Satou, Motoi ;

Ohta, Hidetoshi ;

Terao, Jun ;

Tsuji, Yasushi .

CHEMICAL COMMUNICATIONS, 2015, 51 (98) :17382-17385

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