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Volumn , Issue 2, 1998, Pages 171-174

Efficient synthesis and coupling reactions of (2-ethynyl-5,10,15,20- tetraphenylporphyrinato)zinc(II)

Author keywords

Alkynes; Corey Fuchs reaction; Light harvesting systems; Palladium catalyzed coupling; Porphyrins

Indexed keywords

2 ETHYNYL 5,10,15,20 TETRAPHENYLPORPHYRIN ZINC; PORPHYRIN; UNCLASSIFIED DRUG;

EID: 0031933571     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-2015     Document Type: Article
Times cited : (10)

References (38)
  • 1
    • 0001072867 scopus 로고
    • For a recent review of photoinduced electron and energy transfer in porphyrin arrays see: Kurreck, H.; Huber, M. Angew. Chem. 1995, 107, 929;
    • (1995) Angew. Chem. , vol.107 , pp. 929
    • Kurreck, H.1    Huber, M.2
  • 24
    • 0002475963 scopus 로고    scopus 로고
    • For examples of multiple alkyne aryl halide and alkene aryl halide coupling reactions, see: Tao, W.; Nesbitt, S.; Heck, R. F. J. Org. Chem. 1996, 55, 63.
    • (1996) J. Org. Chem. , vol.55 , pp. 63
    • Tao, W.1    Nesbitt, S.2    Heck, R.F.3
  • 25
    • 0026640922 scopus 로고
    • a) The synthesis of the analogous nickel(II) complex of 3 has been previously reported: Arnold, D. P.; Nitschinski, L. J. Tetrahedron 1992, 48, 8781. However, this compound is not suitable for the synthesis of photoactive porphyrin arrays: the central nickel ion cannot be removed or exchanged under mild reaction conditions to obtain other porphyrin chromophores.
    • (1992) Tetrahedron , vol.48 , pp. 8781
    • Arnold, D.P.1    Nitschinski, L.J.2
  • 26
    • 0027393163 scopus 로고
    • b) For the synthesis of other alkyne-substituted porphyrin derivatives, see: Arnold, D. P.; Nitschinski, L. J. Tetrahedron Lett. 1993, 34, 693 (meso-ethynyloctaethylporphyrin).
    • (1993) Tetrahedron Lett. , vol.34 , pp. 693
    • Arnold, D.P.1    Nitschinski, L.J.2
  • 35
    • 0006197016 scopus 로고
    • For the analogous Wittig reaction of 2-formyl nickel tetraphenylporphyrin, see: Callot, H. J. Bull. Soc. Chim. Fr. 1973, 3413.
    • (1973) Bull. Soc. Chim. Fr. , pp. 3413
    • Callot, H.J.1
  • 36
    • 34548004764 scopus 로고    scopus 로고
    • note
    • The same is observed with 1: the zinc complex shows an NMR spectra of poor resolution, whereas 1 gives well resolved NMR spectra.
  • 37
    • 85082849241 scopus 로고
    • 1,3,5-Triiodobenzene was prepared from commercially available 1,3,5-tribromobenzene according to Suzuki, H.; Kondo, A.; Inouye, M.; Ogawa, T. Synthesis 1986, 121.
    • (1986) Synthesis , pp. 121
    • Suzuki, H.1    Kondo, A.2    Inouye, M.3    Ogawa, T.4
  • 38
    • 0000349749 scopus 로고
    • For the demetalation of copper porphyrins more vigorous conditions are necessary: Smith, K. M.; Graig, G. W. J. Org. Chem. 1983, 48, 4302.
    • (1983) J. Org. Chem. , vol.48 , pp. 4302
    • Smith, K.M.1    Graig, G.W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.