Polymer-Supported Pentaethylene Glycol as a Facile Heterogeneous Catalyst for Nucleophilic Fluorination

Polymer-supported pentaethylene glycols (PSpentaEG) as promising catalysts for nucleophilic fluorination with alkali metal fluoride (MF) could significantly enhance the nucleophilicity of MF and provide simple purification and recycling in the reaction. Furthermore, by their synergistic effect, the...

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Published inOrganic letters Vol. 12; no. 17; pp. 3740 - 3743
Main Authors Jadhav, Vinod H, Jang, Seung Ho, Jeong, Hwan-Jeong, Lim, Seok Tae, Sohn, Myung-Hee, Chi, Dae Yoon, Kim, Dong Wook
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 03.09.2010
Amer Chemical Soc
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Abstract Polymer-supported pentaethylene glycols (PSpentaEG) as promising catalysts for nucleophilic fluorination with alkali metal fluoride (MF) could significantly enhance the nucleophilicity of MF and provide simple purification and recycling in the reaction. Furthermore, by their synergistic effect, the combination of PSpentaEG and a tert-alcohol media system showed tremendous efficiency in the fluorination of base-sensitive substrates such as sec-alkyl halide.
AbstractList Polymer-supported pentaethylene glycols (PSpentaEG) as promising catalysts for nucleophilic fluorination with alkali metal fluoride (MF) could significantly enhance the nucleophilicity of MF and provide simple purification and recycling in the reaction. Furthermore, by their synergistic effect, the combination of PSpentaEG and a tert-alcohol media system showed tremendous efficiency in the fluorination of base-sensitive substrates such as sec-alkyl halide.
Author Jadhav, Vinod H
Chi, Dae Yoon
Kim, Dong Wook
Sohn, Myung-Hee
Jang, Seung Ho
Jeong, Hwan-Jeong
Lim, Seok Tae
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  givenname: Hwan-Jeong
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  fullname: Chi, Dae Yoon
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  givenname: Dong Wook
  surname: Kim
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  email: kimdw@chonbuk.ac.kr
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Cites_doi 10.1016/j.nucmedbio.2003.09.003
10.1021/cr0103571
10.1002/cmdc.200800418
10.1021/ja0440497
10.1021/ja0279242
10.1021/jo7021229
10.1002/adsc.200606119
10.1126/science.1178239
10.1002/anie.200352760
10.1021/ja0646895
10.1021/cr010361c
10.1002/anie.200803150
10.1021/ja026242b
10.1021/cr0782426
10.1016/j.tetlet.2009.11.058
10.1002/anie.200903903
10.1002/cbic.200490021
10.1039/9781788010917
10.1038/416279a
10.1002/anie.198106471
10.1021/ja00897a025
10.1016/S0040-4039(01)82084-0
10.1039/c39760000394
10.1073/pnas.97.16.9226
10.1021/ja00123a025
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Issue 17
Keywords IMPROVED SELECTIVITY
REAGENTS
IONIC LIQUIDS
FLUORIDE SOURCE
PET
SIGNIFICANTLY ENHANCED REACTIVITY
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References McNamara, CA (WOS:000178548800003) 2002; 102
Ametamey, SM (WOS:000255871100002) 2008; 108
COLOMBO, R (WOS:A1981MH88600026) 1981; 22
GERSTENBERGER, MRC (WOS:A1981ME99500004) 1981; 20
Kim, DW (WOS:000260622700011) 2008; 47
GOKEL GW (WOS:000281180700004.7) 1991
MERRIFIELD, RB (WOS:A19633101B00025) 1963; 85
Mindt, TL (WOS:000265797800006) 2009; 4
Mehnert, CP (WOS:000178966700004) 2002; 124
PILCHER, AS (WOS:A1995QX56800025) 1995; 117
O'Hagan, D (WOS:000174482200030) 2002; 416
Kim, DW (WOS:000177881300015) 2002; 124
Leadbeater, NE (WOS:000178548800002) 2002; 102
Kim, DW (WOS:000240044900041) 2006; 348
Kim, DW (WOS:000252686400020) 2008; 73
Watson, DA (WOS:000270131800037) 2009; 325
MASCARETTI OA (WOS:000281180700004.17) 1993; 26
Phelps, ME (WOS:000088608000084) 2000; 97
Sun, HR (WOS:000227099400017) 2005; 127
(WOS:000281180700004.1) 2004; 5
CINQUINI M (WOS:000281180700004.3) 1976
Mitterhauser, M (WOS:000220285100018) 2004; 31
Kim, DW (WOS:000242825600103) 2006; 128
Kim, DW (WOS:000274376300057) 2010; 51
DEHMLOW EV (WOS:000281180700004.5) 1993
Kim, DW (WOS:000188595500014) 2004; 43
Lee, JW (WOS:000270436900040) 2009; 48
Mindt T. L. (ref16/cit16) 2009; 4
Mitterhauser M. (ref15/cit15) 2004; 31
Merrifield R. B. (ref14/cit14) 1963; 85
Leadbeater N. E. (ref12/cit12b) 2002; 102
Watson D. A. (ref3/cit3) 2009; 325
Lee J. W. (ref11/cit11) 2009; 48
(ref2/cit2) 2004; 5
Mehnert C. P. (ref13/cit13a) 2002; 124
Mascaretti O. A. (ref5/cit5b) 1993; 26
Kim D. W. (ref10/cit10b) 2008; 73
Kim D. W. (ref10/cit10a) 2006; 128
ref5/cit5
Kim D. W. (ref10/cit10c) 2008; 47
Kim D. W. (ref8/cit8) 2002; 124
Phelps M. E. (ref4/cit4a) 2000; 97
Gerstenberger M. R. C. (ref5/cit5a) 1981; 20
Sun H. (ref7/cit7b) 2005; 127
Pilcher A. S. (ref9/cit9) 1995; 117
Dehmlow E. V. (ref7/cit7a) 1993
O’Hagan D. (ref1/cit1) 2002; 416
Colombo R. (ref12/cit12c) 1981; 22
Ametamey S. M. (ref4/cit4b) 2008; 108
McNamara C. A. (ref12/cit12a) 2002; 102
Kim D. W. (ref13/cit13c) 2006; 348
Gokel G. W. (ref6/cit6) 1991
Kim D. W. (ref13/cit13b) 2004; 43
Cinquini M. (ref12/cit12d) 1976
Kim D. W. (ref10/cit10d) 2010; 51
References_xml – year: 1993
  ident: WOS:000281180700004.5
  publication-title: PHASE TRANSFER CATAL
  contributor:
    fullname: DEHMLOW EV
– volume: 31
  start-page: 291
  year: 2004
  ident: WOS:000220285100018
  article-title: Biological evaluation of 2 '-[F-18]fluoroflumazenil ([F-18]FFMZ), a potential GABA receptor ligand for PET
  publication-title: NUCLEAR MEDICINE AND BIOLOGY
  doi: 10.1016/j.nucmedbio.2003.09.003
  contributor:
    fullname: Mitterhauser, M
– volume: 416
  start-page: 279
  year: 2002
  ident: WOS:000174482200030
  article-title: Biosynthesis of an organofluorine molecule - A fluorinase enzyme has been discovered that catalyses carbon-fluorine bond formation.
  publication-title: NATURE
  contributor:
    fullname: O'Hagan, D
– volume: 102
  start-page: 3275
  year: 2002
  ident: WOS:000178548800003
  article-title: Recoverable catalysts and reagents using recyclable polystyrene-based supports
  publication-title: CHEMICAL REVIEWS
  doi: 10.1021/cr0103571
  contributor:
    fullname: McNamara, CA
– volume: 4
  start-page: 529
  year: 2009
  ident: WOS:000265797800006
  article-title: A Click Approach to Structurally Diverse Conjugates Containing a Central Di-1,2,3-triazole Metal Chelate
  publication-title: CHEMMEDCHEM
  doi: 10.1002/cmdc.200800418
  contributor:
    fullname: Mindt, TL
– volume: 127
  start-page: 2050
  year: 2005
  ident: WOS:000227099400017
  article-title: Anhydrous tetrabutylammonium fluoride
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja0440497
  contributor:
    fullname: Sun, HR
– volume: 124
  start-page: 12932
  year: 2002
  ident: WOS:000178966700004
  article-title: Supported ionic liquid catalysis - A new concept for homogeneous hydroformylation catalysis
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja0279242
  contributor:
    fullname: Mehnert, CP
– volume: 73
  start-page: 957
  year: 2008
  ident: WOS:000252686400020
  article-title: Facile nucleophilic fluorination reactions using tert-alcohols as a reaction medium: Significantly enhanced reactivity of alkali metal fluorides and improved selectivity
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  doi: 10.1021/jo7021229
  contributor:
    fullname: Kim, DW
– volume: 20
  start-page: 647
  year: 1981
  ident: WOS:A1981ME99500004
  article-title: METHODS OF FLUORINATION IN ORGANIC-CHEMISTRY
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH
  contributor:
    fullname: GERSTENBERGER, MRC
– volume: 348
  start-page: 1719
  year: 2006
  ident: WOS:000240044900041
  article-title: Structural modification of polymer-supported ionic liquids as catalysts for nucleophilic substitution reactions including fluorination
  publication-title: ADVANCED SYNTHESIS & CATALYSIS
  doi: 10.1002/adsc.200606119
  contributor:
    fullname: Kim, DW
– volume: 5
  start-page: 557
  year: 2004
  ident: WOS:000281180700004.1
  publication-title: CHEMBIOCHEM
– volume: 97
  start-page: 9226
  year: 2000
  ident: WOS:000088608000084
  article-title: Positron emission tomography provides molecular imaging of biological processes
  publication-title: PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
  contributor:
    fullname: Phelps, ME
– volume: 325
  start-page: 1661
  year: 2009
  ident: WOS:000270131800037
  article-title: Formation of ArF from LPdAr(F): Catalytic Conversion of Aryl Triflates to Aryl Fluorides
  publication-title: SCIENCE
  doi: 10.1126/science.1178239
  contributor:
    fullname: Watson, DA
– volume: 85
  start-page: 2149
  year: 1963
  ident: WOS:A19633101B00025
  article-title: SOLID PHASE PEPTIDE SYNTHESIS .1. SYNTHESIS OF A TETRAPEPTIDE
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: MERRIFIELD, RB
– year: 1991
  ident: WOS:000281180700004.7
  publication-title: CROWN ETHERS CRYPTAN
  contributor:
    fullname: GOKEL GW
– volume: 43
  start-page: 483
  year: 2004
  ident: WOS:000188595500014
  article-title: Polymer-supported ionic liquids: Imidazolium salts as catalysts for nucleophilic substitution reactions including fluorinations
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.200352760
  contributor:
    fullname: Kim, DW
– volume: 128
  start-page: 16394
  year: 2006
  ident: WOS:000242825600103
  article-title: A new class of S(N)2 reactions catalyzed by protic solvents: Facile fluorination for isotopic labeling of diagnostic molecules
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja0646895
  contributor:
    fullname: Kim, DW
– volume: 22
  start-page: 4129
  year: 1981
  ident: WOS:A1981MH88600026
  article-title: NEW POLY(ETHYLENE GLYCOL) SUPPORTS FOR THE LIQUID-PHASE SYNTHESIS OF PROTECTED PEPTIDE HYDRAZIDES
  publication-title: TETRAHEDRON LETTERS
  contributor:
    fullname: COLOMBO, R
– volume: 117
  start-page: 5166
  year: 1995
  ident: WOS:A1995QX56800025
  article-title: UTILIZATION OF TETRABUTYLAMMONIUM (TRIPHENYLSILYL)DIFLUOROSILICATE AS A FLUORIDE SOURCE FOR NUCLEOPHILIC FLUORINATION
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: PILCHER, AS
– volume: 102
  start-page: 3217
  year: 2002
  ident: WOS:000178548800002
  article-title: Preparation of polymer-supported ligands and metal complexes for use in catalysis
  publication-title: CHEMICAL REVIEWS
  doi: 10.1021/cr010361c
  contributor:
    fullname: Leadbeater, NE
– volume: 47
  start-page: 8404
  year: 2008
  ident: WOS:000260622700011
  article-title: Tetrabutylammonium Tetra(tert-Butyl Alcohol)-Coordinated Fluoride as a Facile Fluoride Source
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.200803150
  contributor:
    fullname: Kim, DW
– volume: 124
  start-page: 10278
  year: 2002
  ident: WOS:000177881300015
  article-title: New method of fluorination using potassium fluoride in ionic liquid: Significantly enhanced reactivity of fluoride and improved selectivity
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja026242b
  contributor:
    fullname: Kim, DW
– volume: 108
  start-page: 1501
  year: 2008
  ident: WOS:000255871100002
  article-title: Molecular imaging with PET
  publication-title: CHEMICAL REVIEWS
  doi: 10.1021/cr0782426
  contributor:
    fullname: Ametamey, SM
– start-page: 394
  year: 1976
  ident: WOS:000281180700004.3
  publication-title: CHEM COMMUN
  contributor:
    fullname: CINQUINI M
– volume: 51
  start-page: 432
  year: 2010
  ident: WOS:000274376300057
  article-title: Facile nucleophilic fluorination of primary alkyl halides using tetrabutylammonium fluoride in a tert-alcohol medium
  publication-title: TETRAHEDRON LETTERS
  doi: 10.1016/j.tetlet.2009.11.058
  contributor:
    fullname: Kim, DW
– volume: 48
  start-page: 7683
  year: 2009
  ident: WOS:000270436900040
  article-title: Bis-Terminal Hydroxy Polyethers as All-Purpose, Multifunctional Organic Promoters: A Mechanistic Investigation and Applications
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.200903903
  contributor:
    fullname: Lee, JW
– volume: 26
  start-page: 47
  year: 1993
  ident: WOS:000281180700004.17
  publication-title: ALDRICHIM ACTA
  contributor:
    fullname: MASCARETTI OA
– volume: 124
  start-page: 12932
  year: 2002
  ident: ref13/cit13a
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja0279242
  contributor:
    fullname: Mehnert C. P.
– volume: 348
  start-page: 1719
  year: 2006
  ident: ref13/cit13c
  publication-title: Adv. Synth. Catal.
  doi: 10.1002/adsc.200606119
  contributor:
    fullname: Kim D. W.
– volume: 325
  start-page: 1661
  year: 2009
  ident: ref3/cit3
  publication-title: Science
  doi: 10.1126/science.1178239
  contributor:
    fullname: Watson D. A.
– volume: 73
  start-page: 957
  year: 2008
  ident: ref10/cit10b
  publication-title: J. Org. Chem.
  doi: 10.1021/jo7021229
  contributor:
    fullname: Kim D. W.
– volume: 4
  start-page: 529
  year: 2009
  ident: ref16/cit16
  publication-title: ChemMedChem
  doi: 10.1002/cmdc.200800418
  contributor:
    fullname: Mindt T. L.
– volume: 5
  start-page: 557
  year: 2004
  ident: ref2/cit2
  publication-title: ChemBioChem
  doi: 10.1002/cbic.200490021
– volume-title: Crown Ethers and Cryptands
  year: 1991
  ident: ref6/cit6
  doi: 10.1039/9781788010917
  contributor:
    fullname: Gokel G. W.
– volume: 108
  start-page: 1501
  year: 2008
  ident: ref4/cit4b
  publication-title: Chem. Rev.
  doi: 10.1021/cr0782426
  contributor:
    fullname: Ametamey S. M.
– volume: 31
  start-page: 291
  year: 2004
  ident: ref15/cit15
  publication-title: Nucl. Med. Biol.
  doi: 10.1016/j.nucmedbio.2003.09.003
  contributor:
    fullname: Mitterhauser M.
– volume: 416
  start-page: 279
  year: 2002
  ident: ref1/cit1
  publication-title: Nature
  doi: 10.1038/416279a
  contributor:
    fullname: O’Hagan D.
– volume: 20
  start-page: 647
  year: 1981
  ident: ref5/cit5a
  publication-title: Angew. Chem., Int. Ed.
  doi: 10.1002/anie.198106471
  contributor:
    fullname: Gerstenberger M. R. C.
– volume: 26
  start-page: 47
  year: 1993
  ident: ref5/cit5b
  publication-title: Aldrichim. Acta
  contributor:
    fullname: Mascaretti O. A.
– volume: 128
  start-page: 16394
  year: 2006
  ident: ref10/cit10a
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja0646895
  contributor:
    fullname: Kim D. W.
– volume: 85
  start-page: 2149
  year: 1963
  ident: ref14/cit14
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja00897a025
  contributor:
    fullname: Merrifield R. B.
– volume: 47
  start-page: 8404
  year: 2008
  ident: ref10/cit10c
  publication-title: Angew. Chem., Int. Ed.
  doi: 10.1002/anie.200803150
  contributor:
    fullname: Kim D. W.
– volume: 22
  start-page: 4129
  year: 1981
  ident: ref12/cit12c
  publication-title: Tetrahedron Lett.
  doi: 10.1016/S0040-4039(01)82084-0
  contributor:
    fullname: Colombo R.
– volume-title: Phase Transfer Catalysis
  year: 1993
  ident: ref7/cit7a
  contributor:
    fullname: Dehmlow E. V.
– start-page: 394
  year: 1976
  ident: ref12/cit12d
  publication-title: Chem. Commun.
  doi: 10.1039/c39760000394
  contributor:
    fullname: Cinquini M.
– ident: ref5/cit5
– volume: 97
  start-page: 9226
  year: 2000
  ident: ref4/cit4a
  publication-title: Proc. Natl. Acad. Sci. U.S.A.
  doi: 10.1073/pnas.97.16.9226
  contributor:
    fullname: Phelps M. E.
– volume: 127
  start-page: 2050
  year: 2005
  ident: ref7/cit7b
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja0440497
  contributor:
    fullname: Sun H.
– volume: 48
  start-page: 7683
  year: 2009
  ident: ref11/cit11
  publication-title: Angew. Chem., Int. Ed.
  doi: 10.1002/anie.200903903
  contributor:
    fullname: Lee J. W.
– volume: 102
  start-page: 3275
  year: 2002
  ident: ref12/cit12a
  publication-title: Chem. Rev.
  doi: 10.1021/cr0103571
  contributor:
    fullname: McNamara C. A.
– volume: 51
  start-page: 432
  year: 2010
  ident: ref10/cit10d
  publication-title: Tetrahedron. Lett.
  doi: 10.1016/j.tetlet.2009.11.058
  contributor:
    fullname: Kim D. W.
– volume: 117
  start-page: 5166
  year: 1995
  ident: ref9/cit9
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja00123a025
  contributor:
    fullname: Pilcher A. S.
– volume: 43
  start-page: 483
  year: 2004
  ident: ref13/cit13b
  publication-title: Angew. Chem., Int. Ed.
  doi: 10.1002/anie.200352760
  contributor:
    fullname: Kim D. W.
– volume: 124
  start-page: 10278
  year: 2002
  ident: ref8/cit8
  publication-title: J. Am. Chem. Soc.
  doi: 10.1021/ja026242b
  contributor:
    fullname: Kim D. W.
– volume: 102
  start-page: 3217
  year: 2002
  ident: ref12/cit12b
  publication-title: Chem. Rev.
  doi: 10.1021/cr010361c
  contributor:
    fullname: Leadbeater N. E.
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Snippet Polymer-supported pentaethylene glycols (PSpentaEG) as promising catalysts for nucleophilic fluorination with alkali metal fluoride (MF) could significantly...
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SubjectTerms Catalysis
Chemistry
Chemistry, Organic
Combinatorial Chemistry Techniques
Glycols - chemistry
Halogenation
Molecular Structure
Physical Sciences
Polymers - chemistry
Science & Technology
Title Polymer-Supported Pentaethylene Glycol as a Facile Heterogeneous Catalyst for Nucleophilic Fluorination
URI http://dx.doi.org/10.1021/ol101485n
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