"Click" Bis-Triazoles as Neutral C-H•••Anion-Acceptor Organocatalysts

被引：40

作者：

Beckendorf, Stephan ^{[1
]}

Asmus, Soeren ^{[1
]}

Mueck-Lichtenfeld, Christian ^{[1
]}

Mancheno, Olga Garcia ^{[1
]}

机构：

[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2013年 / 19卷 / 05期

关键词：

alkylation; anion acceptor; click chemistry; NMR spectroscopy; organocatalysis; triazoles; 1,3-DIPOLAR CYCLOADDITIONS; POLYMER; CHEMISTRY; CATALYSIS; EFFICIENT; CHLORIDE; LIGATION; MICHAEL; LIGANDS; BINDING;

D O I：

10.1002/chem.201203360

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new player on the field! "Click" bis-triazoles have been introduced as a highly efficient new class of neutral C-H⋯anion-binding organocatalysts (see scheme). DFT and NMR studies were used to confirm this activation modus and identify the optimal catalyst. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：1581 / 1585

页数：5

共 66 条

[1] Polystyrene-Supported Diarylprolinol Ethers as Highly Efficient Organocatalysts for Michael-Type Reactions [J].

Alza, Esther ;

Sayalero, Sonia ;

Kasaplar, Pinar ;

Almasi, Diana ;

Pericas, Miquel A. .

CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (41) :11585-11595

[2] Catalytic Batch and Continuous Flow Production of Highly Enantioenriched Cyclohexane Derivatives with Polymer-Supported Diarylprolinol Silyl Ethers [J].

Alza, Esther ;

Sayalero, Sonia ;

Cambeiro, Xacobe C. ;

Martin-Rapun, Rafael ;

Miranda, Pedro O. ;

Pericas, Miquel A. .

SYNLETT, 2011, (04) :464-468

[3] A Highly Selective, Polymer-Supported Organocatalyst for Michael Additions with Enzyme-Like Behavior [J].

Alza, Esther ;

Pericas, Miquel A. .

ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (18) :3051-3056

[4] A Solid-Supported Organocatalyst for Highly Stereoselective, Batch, and Continuous-Flow Mannich Reactions [J].

Alza, Esther ;

Rodriguez-Escrich, Carles ;

Sayalero, Sonia ;

Bastero, Amaia ;

Pericas, Miquel A. .

CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (39) :10167-10172

[5]

[Anonymous], 2010, CHEM SOC REV, V10

[6]

[Anonymous], 2011, TURBOMOLE V6 3

[7] Assessing the suitability of 1,2,3-triazole linkers for covalent immobilization of chiral ligands:: Application to enantioselective phenylation of aldehydes [J].

Bastero, Amaia ;

Font, Daniel ;

Pericas, Miquel A. .

JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (07) :2460-2468

[8] DENSITY-FUNCTIONAL EXCHANGE-ENERGY APPROXIMATION WITH CORRECT ASYMPTOTIC-BEHAVIOR [J].

BECKE, AD .

PHYSICAL REVIEW A, 1988, 38 (06) :3098-3100

[9] 'Click'-BINOLs: A New Class of Tunable Ligands for Asymmetric Catalysis [J].

Beckendorf, Stephan ;

Mancheno, Olga Garcia .

SYNTHESIS-STUTTGART, 2012, 44 (14) :2162-2172

[10] H-Donor Anion Acceptor Organocatalysis-The Ionic Electrophile Activation Approach [J].

Beckendorf, Stephan ;

Asmus, Soeren ;

Mancheno, Olga Garcia .

CHEMCATCHEM, 2012, 4 (07) :926-936

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