Novel bi-SO3H-functionalized ionic liquids based on piperazinium: Highly efficient and recyclable catalysts for the synthesis of β-acetamido ketones

Yuanyuan Wang; Junlong Zhou; Kun Liu; Liyi Dai

doi:10.1016/j.molcata.2012.09.023

Novel bi-SO₃H-functionalized ionic liquids based on piperazinium: Highly efficient and recyclable catalysts for the synthesis of β-acetamido ketones

Yuanyuan Wang
, Junlong Zhou
, Kun Liu
, Liyi Dai^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

Abstract

A series of novel bi-SO₃H-functionalized ionic liquids were synthesized and acted as catalysts for the synthesis of β-acetamido ketones. Compared with traditional single-SO₃H-functionalized ionic liquids, less amount of catalysts, higher yields and shorter reaction time are the key features of this methodology. Hammett function values and the minimum-energy geometries of bi-SO₃H-functionalized ILs were calculated and the results revealed that the acidities and catalytic activities of ILs in synthesis of β-acetamido ketones were influenced by their structures. The IL [(PS)₂pi][OTf]₂ with the shortest HO bond distance had the strongest acidity and the highest catalytic activity.

Original language	English
Pages (from-to)	195-201
Number of pages	7
Journal	Journal of Molecular Catalysis A: Chemical
Volume	366
DOIs	https://doi.org/10.1016/j.molcata.2012.09.023
State	Published - Jan 2013

Keywords

Acidity characterization
Bi-SOH-functionalized
Catalytic activity
Hammett function
Ionic liquids
β-Acetamido ketones

Access to Document

10.1016/j.molcata.2012.09.023

Cite this

@article{ac158db4c2e048249fbf9aad0e62f4d9,

title = "Novel bi-SO3H-functionalized ionic liquids based on piperazinium: Highly efficient and recyclable catalysts for the synthesis of β-acetamido ketones",

abstract = "A series of novel bi-SO3H-functionalized ionic liquids were synthesized and acted as catalysts for the synthesis of β-acetamido ketones. Compared with traditional single-SO3H-functionalized ionic liquids, less amount of catalysts, higher yields and shorter reaction time are the key features of this methodology. Hammett function values and the minimum-energy geometries of bi-SO3H-functionalized ILs were calculated and the results revealed that the acidities and catalytic activities of ILs in synthesis of β-acetamido ketones were influenced by their structures. The IL [(PS)2pi][OTf]2 with the shortest HO bond distance had the strongest acidity and the highest catalytic activity.",

keywords = "Acidity characterization, Bi-SOH-functionalized, Catalytic activity, Hammett function, Ionic liquids, β-Acetamido ketones",

author = "Yuanyuan Wang and Junlong Zhou and Kun Liu and Liyi Dai",

year = "2013",

month = jan,

doi = "10.1016/j.molcata.2012.09.023",

language = "英语",

volume = "366",

pages = "195--201",

journal = "Journal of Molecular Catalysis A: Chemical",

issn = "1381-1169",

publisher = "Elsevier B.V.",

}

TY - JOUR

T1 - Novel bi-SO3H-functionalized ionic liquids based on piperazinium

T2 - Highly efficient and recyclable catalysts for the synthesis of β-acetamido ketones

AU - Wang, Yuanyuan

AU - Zhou, Junlong

AU - Liu, Kun

AU - Dai, Liyi

PY - 2013/1

Y1 - 2013/1

N2 - A series of novel bi-SO3H-functionalized ionic liquids were synthesized and acted as catalysts for the synthesis of β-acetamido ketones. Compared with traditional single-SO3H-functionalized ionic liquids, less amount of catalysts, higher yields and shorter reaction time are the key features of this methodology. Hammett function values and the minimum-energy geometries of bi-SO3H-functionalized ILs were calculated and the results revealed that the acidities and catalytic activities of ILs in synthesis of β-acetamido ketones were influenced by their structures. The IL [(PS)2pi][OTf]2 with the shortest HO bond distance had the strongest acidity and the highest catalytic activity.

AB - A series of novel bi-SO3H-functionalized ionic liquids were synthesized and acted as catalysts for the synthesis of β-acetamido ketones. Compared with traditional single-SO3H-functionalized ionic liquids, less amount of catalysts, higher yields and shorter reaction time are the key features of this methodology. Hammett function values and the minimum-energy geometries of bi-SO3H-functionalized ILs were calculated and the results revealed that the acidities and catalytic activities of ILs in synthesis of β-acetamido ketones were influenced by their structures. The IL [(PS)2pi][OTf]2 with the shortest HO bond distance had the strongest acidity and the highest catalytic activity.

KW - Acidity characterization

KW - Bi-SOH-functionalized

KW - Catalytic activity

KW - Hammett function

KW - Ionic liquids

KW - β-Acetamido ketones

UR - https://www.scopus.com/pages/publications/84870244773

U2 - 10.1016/j.molcata.2012.09.023

DO - 10.1016/j.molcata.2012.09.023

M3 - 文章

AN - SCOPUS:84870244773

SN - 1381-1169

VL - 366

SP - 195

EP - 201

JO - Journal of Molecular Catalysis A: Chemical

JF - Journal of Molecular Catalysis A: Chemical

ER -

Novel bi-SO₃H-functionalized ionic liquids based on piperazinium: Highly efficient and recyclable catalysts for the synthesis of β-acetamido ketones

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this