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Volumn 68, Issue 20, 2003, Pages 7733-7741

Highly active catalyst for the heterogeneous Suzuki-Miyaura reaction: Assembled complex of palladium and non-cross-linked amphiphilic polymer

Author keywords

[No Author keywords available]

Indexed keywords

AMPHIPHILIC COPOLYMERS;

EID: 0141766919     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo034354v     Document Type: Article
Times cited : (184)

References (69)
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    • Schlosser, M., Ed.; Wiley: West Sussex, U.K.
    • (c) Organometallics in Synthesis A Manual, Schlosser, M., Ed.; Wiley: West Sussex, U.K., 2002.
    • (2002) Organometallics in Synthesis A Manual
  • 19
    • 0028337412 scopus 로고
    • For recent developments and improvements for heterogeneous catalysis of the Suzuki-Miyaura reaction, see: (a) Marck, G.; Villiger, A.; Buchecker, R. Tetrahedron Lett. 1994, 35, 3277-3280.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 3277-3280
    • Marck, G.1    Villiger, A.2    Buchecker, R.3
  • 39
    • 0034721443 scopus 로고    scopus 로고
    • For an example of the Suzuki-Miyaura reaction catalyzed by homogeneous palladium catalysts prepared from poly(N-isopropylacrylamide) polymers as soluble and thermoresponsive catalysts, see: Bergbreiter, D. E.; Osburn, P. L.; Wilson, A.; Sink, E. M. J. Am. Chem. Soc. 2000, 122, 9058-9064.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 9058-9064
    • Bergbreiter, D.E.1    Osburn, P.L.2    Wilson, A.3    Sink, E.M.4
  • 40
    • 0032652458 scopus 로고    scopus 로고
    • For an example of (N-isopropylacrylamide)-polymer-protected palladium nanoparticles for hydrogenation, see: (b) Chen, C.-W.; Akashi, M. Polym. Adv. Technol. 1999, 10, 127-133.
    • (1999) Polym. Adv. Technol. , vol.10 , pp. 127-133
    • Chen, C.-W.1    Akashi, M.2
  • 42
    • 0000677232 scopus 로고
    • (a) Li, C.-J. Chem. Rev. 1993, 93, 2023-2035.
    • (1993) Chem. Rev. , vol.93 , pp. 2023-2035
    • Li, C.-J.1
  • 43
  • 45
    • 0141807031 scopus 로고    scopus 로고
    • note
    • It was ascertained that thorough washing with water and THF in preparing PdAS was essential for removing a trace amount of active and homogeneous catalytic species from PdAS.
  • 46
    • 0141695550 scopus 로고    scopus 로고
    • note
    • PdAS was reused after being dried in vacuo.
  • 47
    • 0141807035 scopus 로고    scopus 로고
    • note
    • 1H NMR chart of 8a in this reaction is available in the Supporting Information.
  • 48
    • 0141807033 scopus 로고    scopus 로고
    • note
    • The coupling of these substrates was reviewed in ref 4a.
  • 49
    • 0141807032 scopus 로고    scopus 로고
    • note
    • These reactions afforded 300-400 mg (2.25 mmol) of the products, so it was difficult to isolate the products efficiently under organic-solvent-free conditions. See the Experimental Section.
  • 61
    • 0141807030 scopus 로고    scopus 로고
    • note
    • As for the recycling of PDAS in organic media, we have shown that it maintains catalytic activity in the Heck reaction, which will be reported in another full paper.
  • 69
    • 0141472290 scopus 로고    scopus 로고
    • note
    • 2O was performed for 24 h, 16a was obtained in 65% yield with a significant amount of anisole that was produced by hydrolysis of 7b.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.