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Volumn 45, Issue 9, 2004, Pages 2023-2026

Co(III) porphyrin/DMAP: An efficient catalyst system for the synthesis of cyclic carbonates from CO2 and epoxides

Author keywords

Co(III) porphyrin; CO2 fixation; Cyclic carbonates; Epoxides

Indexed keywords

BASE; CARBON DIOXIDE; CARBONIC ACID DERIVATIVE; COBALT COMPLEX; EPOXIDE; PORPHYRIN DERIVATIVE;

EID: 1242293799     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.10.101     Document Type: Article
Times cited : (232)

References (31)
  • 19
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    • II salen also catalyzed the formation of propylene carbonate in the presence of Lewis bases, see:
    • II salen also catalyzed the formation of propylene carbonate in the presence of Lewis bases, see: Shen Y.-M., Duan W.-L., Shi M. J. Org. Chem. 68:2003;1559-1562.
    • (2003) J. Org. Chem. , vol.68 , pp. 1559-1562
    • Shen, Y.-M.1    Duan, W.-L.2    Shi, M.3
  • 20
    • 1242266790 scopus 로고    scopus 로고
    • III TPP (Cl) complex was synthesized according to a known literature procedure, see:
    • III TPP (Cl) complex was synthesized according to a known literature procedure, see: Tseet al. Organometallics. 17:1998;2651-2655.
    • (1998) Organometallics , vol.17 , pp. 2651-2655
    • Tse1
  • 21
    • 85030913166 scopus 로고    scopus 로고
    • note
    • 2 for 5 min to allow the system to equilibrate and then heated to 120°C for the allotted time. The vessel was then cooled to ambient temperature by placement in a dry ice/water bath. The pressure was then released and the contents transferred to a 50 mL round-bottom flask. Unreacted substrate and solvent were removed in vacuo and the product was then isolated via Kugelrohr distillation (65°C/0.2 mmHg). Analysis of the product was carried out via GC-MS, GC (using an instrument equipped with FID detector and a 30 m HP-5 capillary column with 0.32 mm inner diameter and 0.25 mm film thickness. Temperature program: initial time=0, initial temperature=50°C, rate=15°C/min; final time=10 min, final temperature=250°C), and NMR.
  • 22
    • 85030911267 scopus 로고    scopus 로고
    • note
    • No reaction was observed in the absence of Lewis base.
  • 24
    • 85030912123 scopus 로고    scopus 로고
    • note
    • 4Cl does not lead to a significant increase in TOF, suggesting that the more Lewis basic DMAP is primarily responsible for the ring-opening of the Co-activated epoxide.
  • 25
    • 85030907366 scopus 로고    scopus 로고
    • note
    • That the ring opening of the epoxide occurs at the least substituted position, as consistent with a nucleophilic ring-opening mechanism, should not change the stereochemistry at the more substituted carbon of the epoxide. This is indeed the case: the reaction of chirally pure (S)-(+)propylene oxide results in pure (S)-(+) propylene carbonate.
  • 27
    • 85030903324 scopus 로고    scopus 로고
    • 2 adduct has been isolated and characterized, see:
    • 2 adduct has been isolated and characterized, see: Francoet al. Tetrahedron Lett. 43:2002;4091-4093.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 4091-4093
    • Franco1
  • 28
    • 85030905492 scopus 로고    scopus 로고
    • note
    • Cyclohexene oxide was employed as substrate and found to yield only the corresponding polycarbonate.
  • 31
    • 85030914131 scopus 로고    scopus 로고
    • note
    • +): 178.0624. Found: 178.0623.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.