Supplementary materials. Suzuki reaction: mechanistic multiplicity versus exclusive homogeneous or exclusive heterogeneous catalysis
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1 Geeal Pape ARKIVOC 009 (xi Supplemetay mateials Suzui eactio: mechaistic multiplicity vesus exclusive homogeeous o exclusive heteogeeous catalysis Aa A. Kuohtia, Alexade F. Schmidt* Depatmet of Chemisty of the Iuts State Uivesity, K. Max St., , Iuts, Russia aschmidt@chem.isu.u Cotet Suzui eactio time pofile at ºC A ifluece of the substate cocetatio o the selectivity estimatio ρ Paametes of the Suzui eactio Page umbe S S S5 Suzui eactio time pofile at ºC yield, % duatio of the cetifugatio fist eacto secod eacto time, h Figue S. Suzui eactio time pofile at C without (fist eacto ad with (secod eacto cetifugatio (the duatio of cetifugatio is idicated by the maed aea. Reactio coditios: bomobezee (5 mmol, PhB(OH (5 mmol, sodium acetate(6.5 mmol, ISSN Page S ARKAT USA, Ic.
2 Geeal Pape ARKIVOC 009 (xi aphthalee ( mmol as iteal stadad, DMF-H O (5 ml as solvet ad 4%-Pd(0C (0.08mmol of Pd. Cetifugatio was applied at hous. A ifluece of the substate cocetatio o the selectivity estimatio. Whe two o moe substates ae competig fo commo catalyst tio of the paallel eactio ates ca be detemied by the ates of stages iespective of whateve these stages ae atelimitig (R. W. Hoffma, Aufläug vo Reatiosmechaisme, Thieme, Stuttgat, 976. Thee ae examples of such ietic equatios fo two competitive substates i the liteatue (Shmidt A. F., et al. Kietics ad Catalysis, Vol. 4, No. 6, 00, p. 800 Cosoti C. S., et al. J. Am. Chem. Soc.005, 7, 054 Schmidt A. F,. et al. Kietics ad Catalysis, 007, Vol. 48, No. 5, p To illustate a geeal chaacte of appoach suggested coside a deductio of ietic equatio fo the catalytic system with thee competig substates. The eactio is supposed to equie two eagets simila to the Suzui eactio (ayl halide ad aylbooic acid. Adopt a typical example of mechaism fom D. Blacmod s eview (Agew. Chem. It. Ed. 005, 44, 430: Poduct 4 - Substate Substate 5 Usig the steady-state appoximatio fo the species 4 ad 5, the eactio ate equatio ca easily be foud: [][][ Cat] [] [] whee [ Cat] [4] [5] - catalyst total cocetatio Whe thee substates,, competig fo commo catalyst tae pat i the eactio thee ae thee catalytic cycles of simila type: ISSN Page S ARKAT USA, Ic.
3 Geeal Pape ARKIVOC 009 (xi Catalytic cycle II Catalytic cycle III Catalytic cycle I 5 I this case the ietic equatios of evey competitive eactio become complicated: [][][ Cat] a [] [ ] [ ] a [] [ ] a [ ][][ Cat] a [ ] a [] [ ] a [ ][][ Cat] a [ ] whee a [] a [] a [] ad [ Cat] [4] [5] [5 ] [5 ] - catalyst total cocetatio. Owig to the same deomiatos i the equatios thei atios ae simplified: [ ] a [] [ ] [] [] a [] [ ] a [] [ ] [] [] a [] These equatios may be cosideed as the catalyst selectivity elative to chose substate. Thee ae two limitig cases: if φφ [], φφ [] ad φφ [] the ate atios ae tasfomed as follows: K [ ] [ ] Cost app K [] [] K [ ] [ ] Cost app K, [] [] whee K, K и K the equilibium costats of the stages with paticipatio of substates, ', ". Such a situatio coespods to the case of quasi-equilibium of competitive stages. ISSN Page S3 ARKAT USA, Ic.
4 Geeal Pape ARKIVOC 009 (xi if ππ [], ππ [] ad ππ [] the atios ae descibed as follows: [ ] [ ] Cost app [] [] [ ] [ ] Cost app [] [] This situatio is a case of the pactically full ievesibility of the competitive stages. Note i this wo the selectivities wee measued oly fo the fist 0 mi of the eactio util full covesio of the most active substate was achieved. The covesio of the eaget commo fo all competitive eactios (pheylbooic acid i Suzui eactio was less tha 5%. Thus eve whe the Suzui eactio ietics do ot coespod to two limitig cases the atios [] [] ad [] should ot essetially chage. Theefoe we may use values of [] Cost app ad Cost app to estimate the selectivity. Fo this pupose the eactio ates measued ove cetai peiod of time ae ecessay to divide ito coespodig cocetatios of the substate: [] Cost app [ ] [] [ ] Cost app I the peseted wo the cosumptio ates of diffeet ayl halides ae estimated accodig to thei covesio ove cetai peiod of time t t AB ( : ( C ( t AB C t Hece atio of the cosumptio ates of competitive substates is as follows: AB AB AB PhB PhB AB AB ( C C ( C C ( C C PhB PhB PhB ( t t ( t t ( C C Ad the selectivity costats (lie Cost app ad Cost app i the example above i the cetai time istace ae calculated i such a way: AB AB ( C C S AB C AB AB ( C C PhB PhB PhB C ρ Paametes of the Suzui eactio I accodace with above the values of the selectivities i geeal case deped o both the ate costats of the stages with paticipatio of, ', " substates (the fist stages of catalytic cycles ad the ate of the stages with paticipatio of eaget (the secod stages of catalytic cycles: ISSN Page S4 ARKAT USA, Ic.
5 Geeal Pape ARKIVOC 009 (xi [ ] a [] a [] [ ] [] [] [ ] a [] [ ] [] [] a [] whe it is cosideed that, ', " substates epeset thee competitive ayl halides ad eaget is aylbooic acid (Suzui eactio o alee (Hec eactio the selectivity of the Suzui ad Hec eactios i geeal case should diffe due to diffeet, values., But the selectivities of the eactios do ot deped o the atue of the eaget at all i oe of the limitig cases whee the fist stages of catalytic cycles (eactios of, ', " with 4 ae pactically ievesible: [ ] [ ] Cost app [] [] [ ] [ ] Cost app [] [] Theefoe whe the atue of the catalysts 4 is the same ad the fist stages of the catalytic cycles ae ievesible ( ππ [], ππ [], ππ [] the selectivities of both the Suzui ad Hec eactios ae expected to be etiely the same. ISSN Page S5 ARKAT USA, Ic.
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