共 49 条
Dehydrogenative alcohol coupling and one-pot cross metathesis/dehydrogenative coupling reactions of alcohols using Hoveyda-Grubbs catalysts
被引:4
作者:

Ozer, Halenur
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机构:
Hacettepe Univ, Fac Sci, Chem Dept, TR-06800 Beytepe, Turkey Hacettepe Univ, Fac Sci, Chem Dept, TR-06800 Beytepe, Turkey

Arslan, Dilan
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机构:
Hacettepe Univ, Fac Sci, Chem Dept, TR-06800 Beytepe, Turkey Hacettepe Univ, Fac Sci, Chem Dept, TR-06800 Beytepe, Turkey

Ozturk, Bengi Ozgun
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机构:
Hacettepe Univ, Fac Sci, Chem Dept, TR-06800 Beytepe, Turkey Hacettepe Univ, Fac Sci, Chem Dept, TR-06800 Beytepe, Turkey
机构:
[1] Hacettepe Univ, Fac Sci, Chem Dept, TR-06800 Beytepe, Turkey
关键词:
METATHESIS CATALYST;
D O I:
10.1039/d1nj00255d
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
In this study, in situ formed ruthenium hydride species that were generated from Grubbs type catalysts are used as efficient catalysts for dehydrogenative alcohol coupling and sequential cross-metathesis/dehydrogenative coupling reactions. The selectivity of Grubbs first generation catalysts (G1) in dehydrogenative alcohol coupling reactions can be tuned for the ester formation in the presence of weak bases, while the selectivity can be switched to the beta-alkylated alcohol formation using strong bases. The performance of Hoveyda-Grubbs 2nd generation catalyst (HG2) was improved in the presence of tricyclohexylphosphine for the selective synthesis of ester derivatives with weak and strong bases in quantitative yields. Allyl alcohol was used as self and cross-metathesis substrate for the HG2 catalyzed sequential cross-metathesis/dehydrogenative alcohol coupling reactions to obtain gamma-butyrolactone and long-chain ester derivatives in quantitative yields.
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页码:5992 / 6000
页数:9
相关论文
共 49 条
[1]
Base-Free and Acceptorless Dehydrogenation of Alcohols Catalyzed by an Iridium Complex Stabilized by a N,N,N-Osmaligand
[J].
Alabau, Roberto G.
;
Esteruelas, Miguel A.
;
Martinez, Antonio
;
Olivan, Montserrat
;
Onate, Enrique
.
ORGANOMETALLICS,
2018, 37 (16)
:2732-2740

Alabau, Roberto G.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Zaragoza, CSIC, Ctr Innovac Quim Avanzada ORFEO CINQA, Dept Quim Inorgan,ISQCH, E-50009 Zaragoza, Spain Univ Zaragoza, CSIC, Ctr Innovac Quim Avanzada ORFEO CINQA, Dept Quim Inorgan,ISQCH, E-50009 Zaragoza, Spain

Esteruelas, Miguel A.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Zaragoza, CSIC, Ctr Innovac Quim Avanzada ORFEO CINQA, Dept Quim Inorgan,ISQCH, E-50009 Zaragoza, Spain Univ Zaragoza, CSIC, Ctr Innovac Quim Avanzada ORFEO CINQA, Dept Quim Inorgan,ISQCH, E-50009 Zaragoza, Spain

Martinez, Antonio
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Zaragoza, CSIC, Ctr Innovac Quim Avanzada ORFEO CINQA, Dept Quim Inorgan,ISQCH, E-50009 Zaragoza, Spain Univ Zaragoza, CSIC, Ctr Innovac Quim Avanzada ORFEO CINQA, Dept Quim Inorgan,ISQCH, E-50009 Zaragoza, Spain

论文数: 引用数:
h-index:
机构:

Onate, Enrique
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Zaragoza, CSIC, Ctr Innovac Quim Avanzada ORFEO CINQA, Dept Quim Inorgan,ISQCH, E-50009 Zaragoza, Spain Univ Zaragoza, CSIC, Ctr Innovac Quim Avanzada ORFEO CINQA, Dept Quim Inorgan,ISQCH, E-50009 Zaragoza, Spain
[2]
Grubbs' Ruthenium-Carbenes Beyond the Metathesis Reaction: Less Conventional Non-Metathetic Utility
[J].
Alcaide, Benito
;
Almendros, Pedro
;
Luna, Amparo
.
CHEMICAL REVIEWS,
2009, 109 (08)
:3817-3858

Alcaide, Benito
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Complutense Madrid, Fac Quim, Dept Quim Organ 1, E-28040 Madrid, Spain Univ Complutense Madrid, Fac Quim, Dept Quim Organ 1, E-28040 Madrid, Spain

Almendros, Pedro
论文数: 0 引用数: 0
h-index: 0
机构:
CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain Univ Complutense Madrid, Fac Quim, Dept Quim Organ 1, E-28040 Madrid, Spain

Luna, Amparo
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Complutense Madrid, Fac Quim, Dept Quim Organ 1, E-28040 Madrid, Spain Univ Complutense Madrid, Fac Quim, Dept Quim Organ 1, E-28040 Madrid, Spain
[3]
Solvent-Free N-Alkylation and Dehydrogenative Coupling Catalyzed by a Highly Active Pincer-Nickel Complex
[J].
Arora, Vinay
;
Dutta, Moumita
;
Das, Kanu
;
Das, Babulal
;
Srivastava, Hemant Kumar
;
Kumar, Akshai
.
ORGANOMETALLICS,
2020, 39 (11)
:2162-2176

Arora, Vinay
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India

Dutta, Moumita
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India

Das, Kanu
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India

Das, Babulal
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India

Srivastava, Hemant Kumar
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India
Natl Inst Pharmaceut Educ & Res Guwahati, Gauhati 781101, Assam, India Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India

Kumar, Akshai
论文数: 0 引用数: 0
h-index: 0
机构:
Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India
Indian Inst Technol Guwahati, Ctr Nanotechnol, Gauhati 781039, Assam, India Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India
[4]
Reactions of Grubbs Catalysts with Excess Methoxide: Formation of Novel Methoxyhydride Complexes
[J].
Beach, Nicholas J.
;
Lummiss, Justin A. M.
;
Bates, Jennifer M.
;
Fogg, Deryn E.
.
ORGANOMETALLICS,
2012, 31 (06)
:2349-2356

Beach, Nicholas J.
论文数: 0 引用数: 0
h-index: 0
机构: Univ Ottawa, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada

Lummiss, Justin A. M.
论文数: 0 引用数: 0
h-index: 0
机构: Univ Ottawa, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada

Bates, Jennifer M.
论文数: 0 引用数: 0
h-index: 0
机构: Univ Ottawa, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada

Fogg, Deryn E.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ottawa, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada Univ Ottawa, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
[5]
Hydrogenolysis versus Methanolysis of First- and Second-Generation Grubbs Catalysts: Rates, Speciation, and Implications for Tandem Catalysis
[J].
Beach, Nicholas J.
;
Camm, Kenneth D.
;
Fogg, Deryn E.
.
ORGANOMETALLICS,
2010, 29 (21)
:5450-5455

Beach, Nicholas J.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ottawa, Ctr Catalysis Res & Innovat, Dept Chem, Ottawa, ON K1N 6N5, Canada Univ Ottawa, Ctr Catalysis Res & Innovat, Dept Chem, Ottawa, ON K1N 6N5, Canada

Camm, Kenneth D.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ottawa, Ctr Catalysis Res & Innovat, Dept Chem, Ottawa, ON K1N 6N5, Canada Univ Ottawa, Ctr Catalysis Res & Innovat, Dept Chem, Ottawa, ON K1N 6N5, Canada

Fogg, Deryn E.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Ottawa, Ctr Catalysis Res & Innovat, Dept Chem, Ottawa, ON K1N 6N5, Canada Univ Ottawa, Ctr Catalysis Res & Innovat, Dept Chem, Ottawa, ON K1N 6N5, Canada
[6]
Acceptorless dehydrogenation and dehydrogenative coupling of alcohols catalysed by protic NHC ruthenium complexes
[J].
Chang, Weihong
;
Gong, Xue
;
Wang, Shuizhong
;
Xiao, Ling-Ping
;
Song, Guoyong
.
ORGANIC & BIOMOLECULAR CHEMISTRY,
2017, 15 (16)
:3466-3471

Chang, Weihong
论文数: 0 引用数: 0
h-index: 0
机构:
Beijing Forestry Univ, Beijing Key Lab Lignocellulos Chem, Beijing 100083, Peoples R China Beijing Forestry Univ, Beijing Key Lab Lignocellulos Chem, Beijing 100083, Peoples R China

Gong, Xue
论文数: 0 引用数: 0
h-index: 0
机构:
Beijing Forestry Univ, Beijing Key Lab Lignocellulos Chem, Beijing 100083, Peoples R China
Beijing Forestry Univ, Sch Sci, Beijing 100083, Peoples R China Beijing Forestry Univ, Beijing Key Lab Lignocellulos Chem, Beijing 100083, Peoples R China

Wang, Shuizhong
论文数: 0 引用数: 0
h-index: 0
机构:
Beijing Forestry Univ, Beijing Key Lab Lignocellulos Chem, Beijing 100083, Peoples R China Beijing Forestry Univ, Beijing Key Lab Lignocellulos Chem, Beijing 100083, Peoples R China

Xiao, Ling-Ping
论文数: 0 引用数: 0
h-index: 0
机构:
Beijing Forestry Univ, Beijing Key Lab Lignocellulos Chem, Beijing 100083, Peoples R China Beijing Forestry Univ, Beijing Key Lab Lignocellulos Chem, Beijing 100083, Peoples R China

Song, Guoyong
论文数: 0 引用数: 0
h-index: 0
机构:
Beijing Forestry Univ, Beijing Key Lab Lignocellulos Chem, Beijing 100083, Peoples R China Beijing Forestry Univ, Beijing Key Lab Lignocellulos Chem, Beijing 100083, Peoples R China
[7]
Dehydrogenative Cross-Coupling of Primary Alcohols To Form Cross-Esters Catalyzed by a Manganese Pincer Complex
[J].
Das, Uttam Kumar
;
Ben-David, Yehoshoa
;
Leitus, Gregory
;
Diskin-Posner, Yael
;
Milstein, David
.
ACS CATALYSIS,
2019, 9 (01)
:479-484

论文数: 引用数:
h-index:
机构:

Ben-David, Yehoshoa
论文数: 0 引用数: 0
h-index: 0
机构:
Weizmann Inst Sci, Dept Organ Chem, IL-76100 Rehovot, Israel Weizmann Inst Sci, Dept Organ Chem, IL-76100 Rehovot, Israel

Leitus, Gregory
论文数: 0 引用数: 0
h-index: 0
机构:
Weizmann Inst Sci, Dept Chem Res Support, IL-76100 Rehovot, Israel Weizmann Inst Sci, Dept Organ Chem, IL-76100 Rehovot, Israel

论文数: 引用数:
h-index:
机构:

论文数: 引用数:
h-index:
机构:
[8]
Degradation of the first-generation Grubbs metathesis catalyst with primary alcohols, water, and oxygen. Formation and catalytic activity of ruthenium(II) monocarbonyl species
[J].
Dinger, MB
;
Mol, JC
.
ORGANOMETALLICS,
2003, 22 (05)
:1089-1095

Dinger, MB
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Amsterdam, Fac Sci, Inst Mol Chem, NL-1018 WV Amsterdam, Netherlands Univ Amsterdam, Fac Sci, Inst Mol Chem, NL-1018 WV Amsterdam, Netherlands

Mol, JC
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Amsterdam, Fac Sci, Inst Mol Chem, NL-1018 WV Amsterdam, Netherlands Univ Amsterdam, Fac Sci, Inst Mol Chem, NL-1018 WV Amsterdam, Netherlands
[9]
Degradation of the second-generation grubbs metathesis catalyst with primary alcohols and oxygen - Isomerization and hydrogenation activities of monocarbonyl complexes
[J].
Dinger, MB
;
Mol, JC
.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY,
2003, (15)
:2827-2833

Dinger, MB
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Amsterdam, Fac Sci, Inst Mol Chem, NL-1018 WV Amsterdam, Netherlands Univ Amsterdam, Fac Sci, Inst Mol Chem, NL-1018 WV Amsterdam, Netherlands

Mol, JC
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Amsterdam, Fac Sci, Inst Mol Chem, NL-1018 WV Amsterdam, Netherlands Univ Amsterdam, Fac Sci, Inst Mol Chem, NL-1018 WV Amsterdam, Netherlands
[10]
Dehydrogenation as a Substrate-Activating Strategy in Homogeneous Transition-Metal Catalysis
[J].
Dobereiner, Graham E.
;
Crabtree, Robert H.
.
CHEMICAL REVIEWS,
2010, 110 (02)
:681-703

Dobereiner, Graham E.
论文数: 0 引用数: 0
h-index: 0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA Yale Univ, Dept Chem, New Haven, CT 06520 USA

Crabtree, Robert H.
论文数: 0 引用数: 0
h-index: 0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA Yale Univ, Dept Chem, New Haven, CT 06520 USA