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Volumn 42, Issue 22, 2003, Pages 2547-2550

Reductive dimerization of tethered pyrenes: Implications for the reduction of polcyclic aromatic hydrocarbons

Author keywords

Aromaticity; Cyclophanes; Dimerization; NMR spectroscopy; Polycyclic anions

Indexed keywords

CHARACTERIZATION; DIMERIZATION; LITHIUM; REDUCTION;

EID: 0038678119     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200351376     Document Type: Article
Times cited : (15)

References (27)
  • 5
    • 0036260176 scopus 로고    scopus 로고
    • d) I. Aprahamian, R. E. Hoffman, T. Sheradsky, D. V. Preda, M. Bancu, L.T. Scott, M. Rabinovitz, Angew. Chem. 2002, 114, 1788-1791; Angew. Chem. Int. Ed. 2002, 41, 1712-1715.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 1712-1715
  • 13
    • 0029791644 scopus 로고    scopus 로고
    • c) G. J. Bodwell, J. N. Bridson, T. J. Houghton, J. W. J. Kennedy, M. R. Mannion, Angew. Chem. 1996, 108, 1418-1420; Angew. Chem. Int. Ed. Engl. 1996, 35, 1320-1321
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 1320-1321
  • 17
    • 0038630940 scopus 로고    scopus 로고
    • note
    • The difficulty in observing the product of the first reduction step (one-electron reduction), stems from the readiness with which it undergoes further reduction (within a few minutes) to afford the two-electron reduction product, reported in ref. [5].
  • 18
    • 0037616571 scopus 로고    scopus 로고
    • note
    • C.H) correlation.
  • 19
    • 0038292140 scopus 로고    scopus 로고
    • note
    • Compounds 1 and 2 were reduced for comparison: Although the specified interaction in the HMBC is possible in both 1a, 1b, and their equivalents in 2, neither it nor the specific HSQCSI coupling were observed for them in our experiments.
  • 20
    • 0037954596 scopus 로고    scopus 로고
    • note
    • A higher concentration of 4 is needed to see this process clearly. In addition, 4a is less stable than 3a, as its stability is highly dependent on temperature, and it tends to cleave rapidly above 240 K.
  • 27
    • 0037616572 scopus 로고    scopus 로고
    • note
    • It seems that the two methyl groups in 2 are not sufficient to increase the solubility of the dimer.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.