Tetraalkylammonium Salts as Hydrogen-Bonding Catalysts

被引：74

作者：

Shirakawa, Seiji ^{[1
]}

Liu, Shiyao ^{[1
]}

Kaneko, Shiho ^{[1
]}

Kumatabara, Yusuke ^{[1
]}

Fukuda, Airi ^{[1
]}

Omagari, Yumi ^{[1
]}

Maruoka, Keiji ^{[2
]}

机构：

[1] Nagasaki Univ, Grad Sch Fisheries & Environm Sci, Dept Environm Sci, Nagasaki 8528521, Japan

[2] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6068502, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 52期

关键词：

acidity; hydrogen bonds; hydrogen-bonding catalysts; organocatalysis; tetraalkylammonium salts; ANION-BINDING CATALYSIS; PHASE-TRANSFER REACTIONS; ASYMMETRIC CATALYSIS; CARBONYL-COMPOUNDS; ORGANOCATALYSIS; DEAROMATIZATION; POLYMERIZATION; ENOLATE; DONORS;

D O I：

10.1002/anie.201508659

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Although the hydrogen-bonding ability of the a hydrogen atoms on tetraalkylammonium salts is often discussed with respect to phase-transfer catalysts, catalysis that utilizes the hydrogen-bond-donor properties of tetraalkylammonium salts remains unknown. Herein, we demonstrate hydrogen-bonding catalysis with newly designed tetraalkylammonium salt catalysts in Mannich-type reactions. The structure and the hydrogen-bonding ability of the new ammonium salts were investigated by X-ray diffraction analysis and NMR titration studies.

引用

页码：15767 / 15770

页数：4

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