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Volumn 44, Issue 10, 2003, Pages 2195-2198

Synthesis of a diverse set of phosphorus ligands on solid support and their screening in the Heck reaction

Author keywords

Heck reactions; Phosphorus ligands; Solid phase synthesis; Supported catalysts

Indexed keywords

AMINE; AMINOALCOHOL; BROMOBENZENE; LIGAND; PALLADIUM; PHOSPHINE; PHOSPHINE DERIVATIVE; PHOSPHORUS DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; POLYMER;

EID: 0037416853     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00113-8     Document Type: Article
Times cited : (35)

References (45)
  • 13
    • 85031233059 scopus 로고    scopus 로고
    • note
    • 6): δ 60.9, 53.4, 50.9.
  • 14
    • 85031231884 scopus 로고    scopus 로고
    • For methods of resin-bound ligand analysis and the spectral data of 3 see Ref. 5c.
    • For methods of resin-bound ligand analysis and the spectral data of 3 see Ref. 5c.
  • 15
    • 85031222262 scopus 로고    scopus 로고
    • 31P NMR: δ -5.3.
    • 31P NMR: δ -5.3.
  • 16
    • 85031226116 scopus 로고    scopus 로고
    • note
    • 6): 52.1, 27.2.
  • 17
    • 85031218075 scopus 로고    scopus 로고
    • note
    • 6): 66.4, 56.9, 54.7, 27.0.
  • 19
    • 85031223403 scopus 로고    scopus 로고
    • note
    • 6): 67.8, 55.1, 50.8.
  • 20
    • 0036276975 scopus 로고    scopus 로고
    • Recently, a library of aminophosphine-phosphinite ligands prepared on solid support via a similar route was reported: Lavastre, O.; Morken, J. P. New J. Chem. 2002, 26, 745.
    • (2002) New J. Chem. , vol.26 , pp. 745
    • Lavastre, O.1    Morken, J.P.2
  • 23
    • 85031225516 scopus 로고    scopus 로고
    • A similar effect of bulky substituents was observed in Ref. 14b.
    • A similar effect of bulky substituents was observed in Ref. 14b.
  • 39
    • 85031233052 scopus 로고    scopus 로고
    • 31P NMR.
    • 31P NMR.
  • 40
    • 85031228902 scopus 로고    scopus 로고
    • note
    • Typical complexation and catalysis procedure: Palladium acetate (0.5 equiv.) was added to a suspension of 3a (1 equiv.) in NMP. After 2 hours of stirring the resin 8a was filtered off and washed with NMP. Complexation efficiency: 100%. Iodobenzene (0.06 ml, 0.56 mmol, 1 equiv.), methyl acrylate (0.06 ml, 0.67 mmol, 1.2 equiv.) and triethylamine (0.1 ml, 0.73 mmol, 1.3 equiv.) were added to the suspension of 8a (0.035 equiv. of Pd, two phosphines per Pd assumed) in 1 ml of NMP. The mixture was stirred overnight at 110°C. The suspension was filtered and washed with acetonitrile. The filtrate was diluted with acetonitrile and HPLC analyzed.
  • 41
    • 85031225406 scopus 로고    scopus 로고
    • note
    • The procedure with the bromobenzene is equivalent to that of the iodobenzene. The differences in the catalyst reactivity are more prominent when a higher amount of catalyst is used (3.5%), but the temperature is relatively low and the reaction time not too long.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.