메뉴 건너뛰기




Volumn 5, Issue 8, 2010, Pages 1788-1795

Heterogeneous aromatic amination of aryl halides with arylamines in water with PS-PEG resin-supported palladium complexes

Author keywords

Amination; Catalysis; Green chemistry; Palladium; Polymers

Indexed keywords

AMPHIPHILICS; ARYL AMINES; ARYL HALIDES; ARYLATIONS; BROMOBENZENE; GREEN CHEMISTRY; HETEROGENEOUS CONDITIONS; HIGH YIELD; PALLADIUM COMPLEXES; PHOSPHINE LIGANDS; POLYMERIC CATALYSTS; RECYCLABILITY; SUPPORTED PALLADIUM; TRIARYLAMINES; WATER-BASED REACTIONS;

EID: 77955203510     PISSN: 18614728     EISSN: 1861471X     Source Type: Journal    
DOI: 10.1002/asia.201000192     Document Type: Article
Times cited : (32)

References (84)
  • 1
    • 57549097790 scopus 로고    scopus 로고
    • For recent reviews, see: a
    • For recent reviews, see: a) J. F. Hartwig, Acc. Chem. Res. 2008, 41, 1534-1544;
    • (2008) Acc. Chem. Res. , vol.41 , pp. 1534-1544
    • Hartwig, J.F.1
  • 3
    • 52049105452 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 6338-6361;
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 6338-6361
  • 9
    • 33845556450 scopus 로고
    • For reviews on heterogeneous-switching, see: a
    • For reviews on heterogeneous-switching, see: a) D. C. Bailey, S. H. Langer, Chem. Rev. 1981, 81, 109;
    • (1981) Chem. Rev. , vol.81 , pp. 109
    • Bailey, D.C.1    Langer, S.H.2
  • 15
    • 0003492617 scopus 로고    scopus 로고
    • Eds.: D. E. De Vos, I. F J. Vankelecom, P. A. Jacobs, Wiley-VCH, Weinheim
    • Chiral Catalyst Immobilization and Recycling (Eds.: D. E. De Vos, I. F J. Vankelecom, P. A. Jacobs), Wiley-VCH, Weinheim, 2000;
    • (2000) Chiral Catalyst Immobilization and Recycling
  • 28
    • 33645456932 scopus 로고    scopus 로고
    • Eds.: B. Cornils, W A. Herrmann, Wiley-VCH, Weinheim
    • Aqueous-Phase Organometallic Catalysis (Eds.: B. Cornils, W A. Herrmann), Wiley-VCH, Weinheim, 2004.
    • (2004) Aqueous-Phase Organometallic Catalysis
  • 29
    • 0030922520 scopus 로고    scopus 로고
    • For studies on polymer-supported transition metal complex catalysts from the author's group, see: a, allylic substitution
    • For studies on polymer-supported transition metal complex catalysts from the author's group, see: a) Y. Uozumi, H. Danjo, T. Hayashi, Tetrahedron Lett. 1997, 38, 3557 (allylic substitution);
    • (1997) Tetrahedron. Lett. , vol.38 , pp. 3557
    • Uozumi, Y.1    Danjo, H.2    Hayashi, T.3
  • 32
  • 33
    • 0001452020 scopus 로고    scopus 로고
    • Suzuki-Miyaura coupling
    • Y. Uozumi, Y. Nakai, Org. Lett. 2002, 4, 2997 (Suzuki-Miyaura coupling);
    • (2002) Org. Lett. , vol.4 , pp. 2997
    • Uozumi, Y.1    Nakai, Y.2
  • 38
    • 0036456056 scopus 로고    scopus 로고
    • asymmetric catalysis
    • H. Hocke, Y. Uozumi, Synlett 2002, 2049 (asymmetric catalysis);
    • (2002) Synlett , pp. 2049
    • Hocke, H.1    Uozumi, Y.2
  • 39
    • 0037467687 scopus 로고    scopus 로고
    • asymmetric catalysis
    • H. Hocke, Y. Uozumi, Tetrahedron 2003, 59, 619 (asymmetric catalysis);
    • (2003) Tetrahedron. , vol.59 , pp. 619
    • Hocke, H.1    Uozumi, Y.2
  • 40
    • 4444321392 scopus 로고    scopus 로고
    • asymmetric catalysis
    • H. Hocke, Y. Uozumi, Tetrahedron 2004, 60, 9297 (asymmetric catalysis);
    • (2004) Tetrahedron. , vol.60 , pp. 9297
    • Hocke, H.1    Uozumi, Y.2
  • 41
    • 13444278828 scopus 로고    scopus 로고
    • asymmetric cycloisomerization
    • Y. Nakai, Y. Uozumi, Org. Lett. 2005, 7, 291 (asymmetric cycloisomerization);
    • (2005) Org. Lett. , vol.7 , pp. 291
    • Nakai, Y.1    Uozumi, Y.2
  • 48
    • 46649114583 scopus 로고    scopus 로고
    • allylic sulfonylation
    • Y. Uozumi, T. Suzuka, Synthesis 2008, 1960 (allylic sulfonylation);
    • (2008) Synthesis , pp. 1960
    • Uozumi, Y.1    Suzuka, T.2
  • 50
    • 53849091720 scopus 로고    scopus 로고
    • Kharasch reaction
    • Y. Oe, Y. Uozumi, Adv. Synth. Catal. 2008, 350, 1771-1775 (Kharasch reaction);
    • (2008) Adv. Synth. Catal. , vol.350 , pp. 1771-1775
    • Oe, Y.1    Uozumi, Y.2
  • 52
    • 70349786291 scopus 로고    scopus 로고
    • asymmetric cross-coupling
    • Angew. Chem. Int. Ed. 2009, 48, 2708 (asymmetric cross-coupling);
    • (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 2708
  • 54
    • 76249124052 scopus 로고    scopus 로고
    • Preliminary results have previously been reported, see
    • Preliminary results have previously been reported, see: Y. Hirai, Y. Uozumi, Chem. Commun. 2010, 46, 1103.
    • (2010) Chem. Commun. , vol.46 , pp. 1103
    • Hirai, Y.1    Uozumi, Y.2
  • 65
    • 33746324806 scopus 로고    scopus 로고
    • Kobayashi has also reported the heterogeneous amination catalysis with a polymer-incarcerated Pd with an external alkylphosphine: a
    • Kobayashi has also reported the heterogeneous amination catalysis with a polymer-incarcerated Pd with an external alkylphosphine: a) R. Nishio, S. Wessely, M. Sugiura, S. Kobayashi, J. Comb. Chem. 2006, 8, 459;
    • (2006) J. Comb. Chem. , vol.8 , pp. 459
    • Nishio, R.1    Wessely, S.2    Sugiura, M.3    Kobayashi, S.4
  • 67
    • 25444506884 scopus 로고    scopus 로고
    • Other examples of the aromatic amination with heterogeneous palladium sources and external alkylphosphine ligands: a
    • Other examples of the aromatic amination with heterogeneous palladium sources and external alkylphosphine ligands: a) M. Guino, K. K. Hii, Tetrahedron Lett. 2005, 46, 7363;
    • (2005) Tetrahedron. Lett. , vol.46 , pp. 7363
    • Guino, M.1    Hii, K.K.2
  • 69
    • 0003164579 scopus 로고
    • Eds.: W. Voelter, E. Bayer, Y. A. Ovchinikov, V. T. Iwanov, Walter de Gruter, Berlin
    • a) E. Bayer, W. Rapp in Chemistry of Peptides and Proteins, Vol. 3 (Eds.: W. Voelter, E. Bayer, Y. A. Ovchinikov, V. T. Iwanov), Walter de Gruter, Berlin, 1986, p. 3;
    • (1986) Chemistry of Peptides and Proteins , vol.3 , pp. 3
    • Bayer, E.1    Rapp, W.2
  • 73
    • 34250026737 scopus 로고    scopus 로고
    • Soluble non-crosslinked polymer-supported aryl dicyclohexyl phosphines have been developed for solution-phase aromatic amination under homogeneous conditions; see
    • Soluble non-crosslinked polymer-supported aryl (dicyclohexyl) phosphines have been developed for solution-phase aromatic amination under homogeneous conditions; see: A. Leyva, H. Garcia, A. Corma, Tetrahedron 2007, 63, 7097.
    • (2007) Tetrahedron. , vol.63 , pp. 7097
    • Leyva, A.1    Garcia, H.2    Corma, A.3
  • 74
    • 33748266477 scopus 로고    scopus 로고
    • PS-PEG resin-supported aryl dicyclohexyl phosphine has been reported to promote the Suzuki-Miyaura coupling under heterogeneous conditions; see: a
    • PS-PEG resin-supported aryl (dicyclohexyl) phosphine has been reported to promote the Suzuki-Miyaura coupling under heterogeneous conditions; see: a) K. Glegola, E. Framery, K. M. Pietrusiewicz, D. Sinou, Adv. Synth. Catal. 2006, 348, 1728;
    • (2006) Adv. Synth. Catal. , vol.348 , pp. 1728
    • Glegola, K.1    Framery, E.2    Pietrusiewicz, K.M.3    Sinou, D.4
  • 75
    • 77955221117 scopus 로고    scopus 로고
    • See also Ref. 4w asymmetric cross-coupling
    • See also Ref. [4w] (asymmetric cross-coupling).
  • 76
    • 77955190816 scopus 로고    scopus 로고
    • -1; average diameter = 90 μm was used
    • -1; average diameter = 90 μm) was used.
  • 77
    • 77955183034 scopus 로고    scopus 로고
    • Br residue was not detected by ICP-AES analysis
    • Br residue was not detected by ICP-AES analysis.
  • 82
    • 77955197958 scopus 로고    scopus 로고
    • 5 BrLn species should be generated in situ with completion of each recycling run to realize high recyclability
    • 5) BrLn species should be generated in situ with completion of each recycling run to realize high recyclability.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.