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Volumn 46, Issue 6, 2007, Pages 945-947

Site isolation and epoxidation reactivity of a templated ferrous bis(phenanthroline) site in porous silica

Author keywords

Epoxidation; Heterogeneous catalysis; Immobilization; Iron; Template synthesis

Indexed keywords

CATALYSIS; COMPLEXATION; ION EXCHANGE; MESOPOROUS MATERIALS; SILICA; SOLUTIONS; SYNTHESIS (CHEMICAL);

EID: 33846666684     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200603423     Document Type: Article
Times cited : (47)

References (32)
  • 12
    • 33846663045 scopus 로고    scopus 로고
    • mep = N,N′-dimethyl-N,N′-bis(2-pyridylmethyl) ethane-1,2-diamine; (R,R)-mcp = N,N′-dimethyl-N,N′-bis(2-pyridylmethyl)cyclohexane-(1R,2R)-diamine.
    • mep = N,N′-dimethyl-N,N′-bis(2-pyridylmethyl) ethane-1,2-diamine; (R,R)-mcp = N,N′-dimethyl-N,N′-bis(2-pyridylmethyl)cyclohexane-(1R,2R)-diamine.
  • 16
  • 19
    • 33846703786 scopus 로고    scopus 로고
    • See the Supporting Information
    • See the Supporting Information.
  • 20
    • 33846678123 scopus 로고    scopus 로고
    • The metal and ligand were quantified with ICP. The ligand was quantified by its sulfur content; see
    • The metal and ligand were quantified with ICP. The ligand was quantified by its sulfur content; see Ref. [13].
    • , vol.13
    • Ref1
  • 21
    • 33846684624 scopus 로고    scopus 로고
    • Ref, 13] provides further details for templating, grafting, metal removal, and metal incorporation procedures
    • Ref. [13] provides further details for templating, grafting, metal removal, and metal incorporation procedures.
  • 22
    • 33846697391 scopus 로고    scopus 로고
    • The material was analyzed at each stage of development by ICP spectroscopy for metal and sulfur content. The sulfur content of Cu IT and its nonmetalated species T correlate directly to the ligand content of the material before metal-triflate species are added
    • IT and its nonmetalated species T correlate directly to the ligand content of the material before metal-triflate species are added.
  • 24
    • 33846661436 scopus 로고    scopus 로고
    • 2 and acetic anhydride. Limited epoxidation occurs with commercial peracetic acid solutions; see see Ref. [13].
    • 2 and acetic anhydride. Limited epoxidation occurs with commercial peracetic acid solutions; see see Ref. [13].
  • 25
    • 33846709552 scopus 로고    scopus 로고
    • Control experiments with vinylcyclohexane result in less than 10 % epoxide production under the reported reaction conditions; see Ref. [13].
    • Control experiments with vinylcyclohexane result in less than 10 % epoxide production under the reported reaction conditions; see Ref. [13].
  • 26
    • 33846707156 scopus 로고    scopus 로고
    • Fe23](CF3SO3)2 is rapidly and quantitatively formed (UV/Vis) by the addition of 2 or 3 equiv of 2 to FeII(CF3SO3)2 in a MeCN/ HOAc solution, thus supporting the claim of instability of [Fe2 2](CF3SO3)2 to disproportionation
    • 2 to disproportionation.
  • 27
    • 33846699843 scopus 로고    scopus 로고
    • II species.
    • II species.
  • 28
    • 33846697990 scopus 로고    scopus 로고
    • Multiple runs of several preparations of the materials consistently resulted in final conversions and selectivities that agree to ± 5, Multiple runs of the same material consistently resulted in final conversions and selectivities that agree to ± 3
    • Multiple runs of several preparations of the materials consistently resulted in final conversions and selectivities that agree to ± 5 %. Multiple runs of the same material consistently resulted in final conversions and selectivities that agree to ± 3 %.
  • 29
    • 33846653583 scopus 로고    scopus 로고
    • In a typical reaction, 18, peracetic acid solution (45 μL, 118 μmol) was added dropwise to a slurry of vinylcyclohexane (6 μL, 44 μmol, acetonitrile (110 μL, and catalyst material (9 mg, 0.45 μmol Fe g-1, 1 mol, Fe) at 2°C. Aliquots were diluted with diethyl ether and filtered through a silica plug. The products were analyzed by GC and GC-MS, and the yields were determined by integration relative to an alkane internal standard
    • -1, 1 mol % Fe) at 2°C. Aliquots were diluted with diethyl ether and filtered through a silica plug. The products were analyzed by GC and GC-MS, and the yields were determined by integration relative to an alkane internal standard.
  • 31
    • 33846686550 scopus 로고    scopus 로고
    • Using 2 as the ligand under the conditions developed for, Fe(phen)2(H2O)}2(μ-O)]4+ results in 5, conversion of vinylcyclohexane to epoxide in 5 min with no further conversion. The identity of, Fe((2)2(H 2O)}2(μ-O)]4+ was confirmed by comparisons of the absorption spectrum to that of, Fe(phen)2(H 2O)}2-(μ-O)]4+ and by ES+-MS. While, Fe(phen)2(H2O)}2(μ-O)]4+ is an active catalyst under the reaction conditions used herein, the dimer produces only the cis-epoxide when treated with cis-2-heptene while [Fe(phen)3]2+ produces the trans-epoxide
    • 2+ produces the trans-epoxide.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.