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Volumn 62, Issue 27, 2006, Pages 6581-6588

Photoinduced electron-transfer systems consisting of electron-donating pyrenes or anthracenes and benzimidazolines for reductive transformation of carbonyl compounds

Author keywords

[No Author keywords available]

Indexed keywords

1,6 BIS(DIMETHYLAMINO)PYRENE; 1,6 DIMETHOXYPYRENE; 9,10 BIS(DIMETHYLAMINO)ANTHRACENE; 9,10 DIMETHOXYANTHRACENE; ANTHRACENE DERIVATIVE; BENZIMIDAZOLE DERIVATIVE; CARBONYL DERIVATIVE; PYRENE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33747051210     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.03.061     Document Type: Article
Times cited : (119)

References (75)
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    • (1991) Advances in Electron Transfer Chemistry , vol.1-6
  • 3
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    • (2001) Electron Transfer in Chemistry , vol.1-5
  • 7
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    • Fox M.A., and Chanon M. (Eds), Elsevier, Amsterdam Parts A-D
    • In: Fox M.A., and Chanon M. (Eds). Photoinduced Electron Transfer (1988), Elsevier, Amsterdam Parts A-D
    • (1988) Photoinduced Electron Transfer
  • 10
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    • Horspool W.M., and Lenci F. (Eds), CRC, Boca Raton, FL
    • In: Horspool W.M., and Lenci F. (Eds) (2003), CRC, Boca Raton, FL
    • (2003)
  • 11
    • 33747041884 scopus 로고    scopus 로고
    • Representative reviews for PET-promoted reductions of carbonyl compounds with amine donors.
  • 22
    • 33747060687 scopus 로고    scopus 로고
    • Representative examples for PET reactions using dimethylamino- or methoxy-substituted arenes as sensitizers.
  • 31
    • 33747062964 scopus 로고    scopus 로고
    • note
    • Although these pyrenes and anthracenes are previously known (Ref. 9) and both BDMAP (Refs. 6,7d) and DMA (Ref. 7a,h) have been used for some PET reactions, PET reactions of DMP and BDMAA have not been reported. In addition, no systematic study on the utilities of these four compounds as sensitizers for PET reactions has been conducted.
  • 45
    • 33747048896 scopus 로고    scopus 로고
    • 2 with amines.
  • 54
    • 33747080184 scopus 로고    scopus 로고
    • note
    • red in V vs SCE) of some representative substrates are -1.59 V for 1a, -1.82 V for 3, and -1.78 V for 7, respectively. In the cases of 1b, 1c, and 5a, the reduction peaks were not observed below -2.3 V.
  • 57
    • 33747031934 scopus 로고    scopus 로고
    • note
    • In principle, a polar solvent accelerates initial PET processes (Refs. 3,15,17), and is desirable for a PET reaction involving sensitization. However, if a reaction requires a chemical process within a radical ion pair, e.g., proton transfer from a radical cation to a radical anion (Ref. 17), nonpolar solvents are in some cases more favorable to lead better yields of products as compared to polar solvents (Ref. 10e). Therefore, a choice of a suitable solvent for each case is important for preparative PET reactions.
  • 62
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    • Representative examples of inorganic salt effects on PET reactions.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.