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D. E. De Vos, S. De Wildeman, B. F. Sels, P. J. Grobet, P. A. Jacobs, Angew. Chem. 1999, 111, 1033;
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De Vos, D.E.1
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9
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0028275612
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P. P. Knopsgerrits, D. De Vos, F. Thibaultstarzyk, P. A. Jacobs, Nature 1994, 369, 543.
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Knopsgerrits, P.P.1
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10
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0034829408
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M. C. White, A. G. Doyle, E. N. Jacobsen, J. Am. Chem. Soc. 2001, 123, 7194.
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White, M.C.1
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0037955666
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A. Murphy, G. Dubois, T. D. P. Stack, J. Am. Chem. Soc. 2003, 125, 5250.
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Murphy, A.1
Dubois, G.2
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12
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33846663045
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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.
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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.
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13
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4544258386
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0003421978
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Plenum, New York
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18
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0036261389
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K. Cassiers, T. Linssen, M. Mathieu, M. Benjelloun, K. Schrijnemakers, P. Van Der Voort, P. Cool, E. F. Vansant, Chem. Mater. 2002, 14, 2317.
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Cassiers, K.1
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Benjelloun, M.4
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Cool, P.7
Vansant, E.F.8
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19
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33846703786
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See the Supporting Information
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See the Supporting Information.
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20
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33846678123
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The metal and ligand were quantified with ICP. The ligand was quantified by its sulfur content; see
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The metal and ligand were quantified with ICP. The ligand was quantified by its sulfur content; see Ref. [13].
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, vol.13
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Ref1
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21
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33846684624
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Ref, 13] provides further details for templating, grafting, metal removal, and metal incorporation procedures
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Ref. [13] provides further details for templating, grafting, metal removal, and metal incorporation procedures.
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22
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33846697391
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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
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IT and its nonmetalated species T correlate directly to the ligand content of the material before metal-triflate species are added.
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23
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0002774564
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Y. V. Subba Rao, D. E. De Vos, T. Bein, P. A. Jacobs, Chem. Commun. 1997, 355.
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(1997)
Chem. Commun
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Subba Rao, Y.V.1
De Vos, D.E.2
Bein, T.3
Jacobs, P.A.4
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24
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33846661436
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2 and acetic anhydride. Limited epoxidation occurs with commercial peracetic acid solutions; see see Ref. [13].
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2 and acetic anhydride. Limited epoxidation occurs with commercial peracetic acid solutions; see see Ref. [13].
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25
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33846709552
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Control experiments with vinylcyclohexane result in less than 10 % epoxide production under the reported reaction conditions; see Ref. [13].
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Control experiments with vinylcyclohexane result in less than 10 % epoxide production under the reported reaction conditions; see Ref. [13].
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26
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33846707156
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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
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2 to disproportionation.
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27
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33846699843
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II species.
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II species.
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28
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33846697990
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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
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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 %.
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29
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33846653583
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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
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-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.
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30
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0141742706
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G. Dubois, A. Murphy, T. D. P. Stack, Org. Lett. 2003, 5, 2469.
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(2003)
Org. Lett
, vol.5
, pp. 2469
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Dubois, G.1
Murphy, A.2
Stack, T.D.P.3
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33846686550
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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.
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