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Volumn 3, Issue 23, 2001, Pages 3719-3722

Reaction of arylphosphines with singlet oxygen: Intra- vs intermolecular oxidation

Author keywords

[No Author keywords available]

Indexed keywords

FREE RADICAL; PHOSPHINE DERIVATIVE; SINGLET OXYGEN; SOLVENT;

EID: 0035891657     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol010195v     Document Type: Article
Times cited : (47)

References (18)
  • 8
    • 85058248341 scopus 로고    scopus 로고
    • Hirsivaara, L.; Guerricabeitia, L.; Haukka, M.; Suomalainen, P.; Laitinen, R. H.; Pakkanen, T. A.; Pursiainen, J. Inorg. Chim. Acta 2000, 307, 47. Ab initio calculations by these authors indicate that smaller cone angles which would make the phosphorous atom more exposed to intermolecular attack correspond to higher energy conformers. Several X-ray strucures described in this paper of Cr and W complexes containing the ortho isomer do not indicate any unusual flattening of the phosphine ligand.
    • (2000) Inorg. Chim. Acta , vol.307 , pp. 47
    • Hirsivaara, L.1    Guerricabeitia, L.2    Haukka, M.3    Suomalainen, P.4    Laitinen, R.H.5    Pakkanen, T.A.6    Pursiainen, J.7
  • 9
    • 0042726510 scopus 로고    scopus 로고
    • note
    • 2
  • 10
    • 0041725248 scopus 로고    scopus 로고
    • note
    • Sawaki et al. also noted that for triphenylphosphine a decrease in the starting concentration leads to in increase in the amount of insertion product. However, the maximum yield of insertion product that was obtained from triphenylphosphine was only 1.2%. See ref 2.
  • 11
    • 0042225571 scopus 로고    scopus 로고
    • note
    • Time-resolved singlet oxygen luminescence quenching experiments are conducted by exciting a solution containing the sensitizer and varying amounts of substrate (quencher) with a short (a few ns) laser pulse and monitoring the singlet oxygen decay at right angle.
  • 13
    • 0042726508 scopus 로고    scopus 로고
    • note
    • Control experiments demonstrated that within 60 min no oxidation (within 1%) of the phosphines by the 9,10-dimethylanthracene endoperoxide product occurs. Since the irradiation times during the competition experiments were only 5-15 min, oxidation of the phosphine by DMA endoperoxide did not interfere with the kinetic measurements. Compounds 2 and 3 are oxidized substantially over longer time periods by DMA endoperoxide (20% during 36 h) while compound 1 is unreactive with DMA endoperixe even over a 36 h time period, probably because of its steric bulk.
  • 15
    • 0042726509 scopus 로고    scopus 로고
    • This also rules out direct physical quenching prior to formation of the peroxidic intermediate
    • This also rules out direct physical quenching prior to formation of the peroxidic intermediate.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.