Michael Additions Catalyzed by a β-Diketiminate-Supported Aluminum Complex

Zhizhou Liu; Dragoslav Vidović

doi:10.1021/acs.joc.8b00434

Michael Additions Catalyzed by a β-Diketiminate-Supported Aluminum Complex

Zhizhou Liu, Dragoslav Vidović

School of Chemistry

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

12 Citations (Scopus)

Abstract

A β-diketiminate-supported aluminum bistriflate complex (^DipLAl(OTf)₂·Na[BAr^Cl ₄]; ^DipL = CH(CMe)₂(N-C₆H₃-ⁱPr₂)₂; Tf = O₂SCF₃; Ar^Cl = 3,5-Cl₂-C₆H₃) has been identified as an efficient Lewis acid catalyst for Michael additions involving numerous electron-rich (hetero)aromatic substrates and several α,β-unsaturated carbonyl compounds. In a vast majority of the attempted Michael reactions our catalytic system was significantly superior over the currently used methods for the same transformations in terms of reaction times and temperatures, catalyst loadings, isolated product yields, and/or selectivity.

Original language	English
Pages (from-to)	5295-5300
Number of pages	6
Journal	The Journal of Organic Chemistry
Volume	83
Issue number	9
DOIs	https://doi.org/10.1021/acs.joc.8b00434
Publication status	Published - 4 May 2018

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title = "Michael Additions Catalyzed by a β-Diketiminate-Supported Aluminum Complex",

abstract = "A β-diketiminate-supported aluminum bistriflate complex (DipLAl(OTf)2·Na[BArCl 4]; DipL = CH(CMe)2(N-C6H3-iPr2)2; Tf = O2SCF3; ArCl = 3,5-Cl2-C6H3) has been identified as an efficient Lewis acid catalyst for Michael additions involving numerous electron-rich (hetero)aromatic substrates and several α,β-unsaturated carbonyl compounds. In a vast majority of the attempted Michael reactions our catalytic system was significantly superior over the currently used methods for the same transformations in terms of reaction times and temperatures, catalyst loadings, isolated product yields, and/or selectivity.",

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doi = "10.1021/acs.joc.8b00434",

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journal = "The Journal of Organic Chemistry",

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T1 - Michael Additions Catalyzed by a β-Diketiminate-Supported Aluminum Complex

AU - Liu, Zhizhou

AU - Vidović, Dragoslav

PY - 2018/5/4

Y1 - 2018/5/4

N2 - A β-diketiminate-supported aluminum bistriflate complex (DipLAl(OTf)2·Na[BArCl 4]; DipL = CH(CMe)2(N-C6H3-iPr2)2; Tf = O2SCF3; ArCl = 3,5-Cl2-C6H3) has been identified as an efficient Lewis acid catalyst for Michael additions involving numerous electron-rich (hetero)aromatic substrates and several α,β-unsaturated carbonyl compounds. In a vast majority of the attempted Michael reactions our catalytic system was significantly superior over the currently used methods for the same transformations in terms of reaction times and temperatures, catalyst loadings, isolated product yields, and/or selectivity.

AB - A β-diketiminate-supported aluminum bistriflate complex (DipLAl(OTf)2·Na[BArCl 4]; DipL = CH(CMe)2(N-C6H3-iPr2)2; Tf = O2SCF3; ArCl = 3,5-Cl2-C6H3) has been identified as an efficient Lewis acid catalyst for Michael additions involving numerous electron-rich (hetero)aromatic substrates and several α,β-unsaturated carbonyl compounds. In a vast majority of the attempted Michael reactions our catalytic system was significantly superior over the currently used methods for the same transformations in terms of reaction times and temperatures, catalyst loadings, isolated product yields, and/or selectivity.

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U2 - 10.1021/acs.joc.8b00434

DO - 10.1021/acs.joc.8b00434

M3 - Article

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VL - 83

SP - 5295

EP - 5300

JO - The Journal of Organic Chemistry

JF - The Journal of Organic Chemistry

SN - 0022-3263

IS - 9

ER -

Michael Additions Catalyzed by a β-Diketiminate-Supported Aluminum Complex

Abstract

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