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Volumn 9, Issue 12, 2007, Pages 2305-2308

An easy synthetic approach to pyridoporphyrins by domino reactions

Author keywords

[No Author keywords available]

Indexed keywords

ETHER DERIVATIVE; NICKEL; ORGANOMETALLIC COMPOUND; PORPHYRIN;

EID: 34250865593     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol070601w     Document Type: Article
Times cited : (33)

References (30)
  • 1
    • 0003641908 scopus 로고    scopus 로고
    • Kadish, K. M, Smith, K. M, Guillard, R, Eds, Academic Press: San Diego
    • The Porphyrin Handbook; Kadish, K. M., Smith, K. M., Guillard, R., Eds.; Academic Press: San Diego, 2000; Vol. 6.
    • (2000) The Porphyrin Handbook , vol.6
  • 23
    • 34250825026 scopus 로고    scopus 로고
    • The structures of 2a and 3a were established from a careful analysis of their NMR (1H, 13C, COSY, HSQC, HMBC, and NOESY, MS, and UV-vis spectra (see Supporting Information, The 1H NMR spectra of both compounds display signals corresponding to the resonances of only six β-pyrrolic protons, which is indicative of β,β-fusion. In the NOESY spectrum of compound 2a, there are NOE cross peaks between the NH and H-2′ and also between H-2a′ and H-6a′; there is no NOE cross peak between H-2′ and H-6a′. These findings allowed the establishment of the configuration of 2a as depicted in Figure 1. The 13C NMR spectrum shows that the signals of some carbons are split, which is probably due to the presence of a mixture of diastereomers C-6″ is a chirality center, The 1H NMR spectrum of 3a shows a singlet at δ 6.90 ppm corresponding to H-4′, indicating that, in this case, we are in
    • 1H NMR spectrum, which shows the diagnostic signals corresponding to H-6″ and H-5‴ as multiplets at δ 4.59-4.61 and δ 4.63-4.65 ppm.
  • 24
    • 34250816603 scopus 로고    scopus 로고
    • Confirmed by mass spectrometry
    • Confirmed by mass spectrometry.
  • 25
    • 34250846168 scopus 로고    scopus 로고
    • 13C, COSY, HSQC, HMBC, and NOESY) has shown that they are all aromatic pyridoporphyrin derivatives. Full spectroscopic data for all new compounds are available in the Supporting Information.
    • 13C, COSY, HSQC, HMBC, and NOESY) has shown that they are all aromatic pyridoporphyrin derivatives. Full spectroscopic data for all new compounds are available in the Supporting Information.
  • 27
    • 34250877190 scopus 로고    scopus 로고
    • Batey et al, ref 11 also reported the formation of compounds with the hydroxyalkyl group in the acetal-protected form
    • Batey et al. (ref 11) also reported the formation of compounds with the hydroxyalkyl group in the acetal-protected form.
  • 28
    • 34250811147 scopus 로고    scopus 로고
    • int = 0.0422). Final R1 = 0.0671 [I > 2σ(I)] and wR2 = 0.2096 (all data). CCDC 633482. See Supporting Information for further details on the crystal solution and refinement.
    • int = 0.0422). Final R1 = 0.0671 [I > 2σ(I)] and wR2 = 0.2096 (all data). CCDC 633482. See Supporting Information for further details on the crystal solution and refinement.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.