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Volumn 72, Issue 8, 2007, Pages 2794-2802

Syntheses of hemoprotein models that can be covalently attached onto electrode surfaces by click chemistry

Author keywords

[No Author keywords available]

Indexed keywords

COVALENT BONDS; CYCLOADDITION; ELECTRODES; FUNCTIONAL GROUPS; SURFACE CHEMISTRY;

EID: 34247195648     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo062349w     Document Type: Article
Times cited : (54)

References (39)
  • 20
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    • ibid. 1995, 1183.
    • ibid. 1995, 1183.
  • 22
    • 34247193255 scopus 로고    scopus 로고
    • Free acid-sensitive alkyne could no longer sustain harsh HCl refluxing conditions previously used for the imidazole ester hydrolysis. 3c Instead, LiI or saponification was more appropriate
    • 3c Instead, LiI or saponification was more appropriate.
  • 23
    • 34247272178 scopus 로고    scopus 로고
    • This delicate step requires starting from a pure ester precursor, free of Pd contaminants, and also prohibits long reaction times or a high concentration of NaOH solution
    • (b) This delicate step requires starting from a pure ester precursor, free of Pd contaminants, and also prohibits long reaction times or a high concentration of NaOH solution.
  • 24
    • 34247258634 scopus 로고    scopus 로고
    • No reaction of acyl chloride with alkyne was noticed unlike in ref 9d,e
    • (c) No reaction of acyl chloride with alkyne was noticed unlike in ref 9d,e.
  • 27
    • 34247203331 scopus 로고    scopus 로고
    • Cu can be removed by acidic treatment but not Pd
    • (f) Cu can be removed by acidic treatment but not Pd.
  • 28
    • 34247217690 scopus 로고    scopus 로고
    • 3d
    • 3d
  • 29
    • 34247201759 scopus 로고    scopus 로고
    • For simplification, only the cis regioisomer of bisimidazolyl- porphyrin synthon 30 is depicted in Scheme 5. The reaction of porphyrin 23b with N-methyl imidazole acyl chloride also leads to the trans regioisomer and to mono- and trisimidazolyl porphyrins (30-mono and 30-tris).
    • (h) For simplification, only the cis regioisomer of bisimidazolyl- porphyrin synthon 30 is depicted in Scheme 5. The reaction of porphyrin 23b with N-methyl imidazole acyl chloride also leads to the trans regioisomer and to mono- and trisimidazolyl porphyrins (30-mono and 30-tris).
  • 30
    • 34247235311 scopus 로고    scopus 로고
    • No side product was noticed from the metalation of alkyne-containing species with iron(II) and especially Cu(I) salts
    • (i) No side product was noticed from the metalation of alkyne-containing species with iron(II) and especially Cu(I) salts.
  • 31
    • 34247271026 scopus 로고    scopus 로고
    • The position of the alkyne function allowed a click reaction to proceed
    • (j) The position of the alkyne function allowed a click reaction to proceed.
  • 34
    • 0003463148 scopus 로고    scopus 로고
    • 3rd ed, Wiley: New York, Chichester, Weinheim, Brisbane, Toronto, Singapore, Chapter 3, pp
    • (a) Greene, T. W.; Wuts, P. G. M. In Protective Groups in Organic Synthesis, 3rd ed.; Wiley: New York, Chichester, Weinheim, Brisbane, Toronto, Singapore, 1999; Chapter 3, pp 246-287.
    • (1999) Protective Groups in Organic Synthesis , pp. 246-287
    • Greene, T.W.1    Wuts, P.G.M.2
  • 35
    • 34247181376 scopus 로고    scopus 로고
    • corrected ed, Geor Thieme Verlag: Stuttgart, New York, Chapter 2.4, pp
    • (b) Kocienski, P. J. In The Protecting Groups, corrected ed.; Geor Thieme Verlag: Stuttgart, New York, 2000: Chapter 2.4, pp 42-68.
    • (2000) The Protecting Groups , pp. 42-68
    • Kocienski, P.J.1
  • 36
    • 34247192744 scopus 로고    scopus 로고
    • 3rd ed, Geor Thieme: Stuttgart, New York, Chapter 4.3, pp
    • (c) Kocienski, P. J. In The Protecting Groups, 3rd ed.; Geor Thieme: Stuttgart, New York, 2004; Chapter 4.3, pp 230-285.
    • (2004) The Protecting Groups , pp. 230-285
    • Kocienski, P.J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.