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Catalytic Conversion of Carbon Dioxide through C-N Bond

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Catalytic Conversion of Carbon Dioxide through C-N Bond ( catalytic-conversion-carbon-dioxide-through-c-n-bond )

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Entry SubE. ntry SuCba.t. Molecules 2019, 24M, xolFecOuRlesP2E0E1R9,R2E4,VxIEFWOR P3E0EoRf R4E2VIEW P Cat. PH2/MPa TemPpH.2/°MCPaT/hTemp./°SCol. T/h ProdS.ol. Conv./P%rod. YCioelndv/.%/% a,b a,b SYeile./l%d/% a,b ReSfe. l./% Ref. 6 o ctHanFe a,b a,ba,b 30 ofTa42ble 4. MePtChOy2Tlaatibolne o4.f MseelethctyivlaetiaomnionfesewleictthivCeOa2maindesHw2.ith CO2 and H2. /MPa /MPa PCO2 Cat. PH2/MPa TemPpH.2//°MCPaT/hTemp./°SCol. T/h ProdS.ol. Conv./P%roa,db . YCieolndv/%./%a,ba,b SYeli.e/l%d/a%,b a,b 1 1 CuAlOx CuA3 lOx 6 3 160 6 24 160hexane24 hexane NA a,b 8N6A a,ba,b NA86a,b a,b [138]NA a,b [138] Entry SubE. ntry SuCba.t. Molecules 2019, 24M, xolFecOuRlesP2E0E1R9,R2E4,VxIEFWOR P3E0EoRf R4E2VIEW /MPa /MPa 30 of 42 PCO2 ReSfe. l./% a,b Ref. PCO2Table 4. MethyTlaatbiolne o4.f Mseelethctyivlaetiaomn ionfesewleictthivCeOa2maindesHw2.ith CO2 and H2. Entry SubE. ntry SuCba.t. Cat. PH2/MPa TemPpH.2/°MCPaT/hTemp./°SCol. T/h ProdS.ol. Conv./P%rod. YCieolndv/.%/% SYeile./l%d/% ReSfe. l./% Ref. /MPa /MPa Molecules 2019, 24M, xolFecOuRlesP2E0E1R9,R2E4,VxIEFWOR P3E0EoRf R4E2VIEW 3P0COo2Tf a4b2 le 4. MePtChOy2Tlaatbiolne 4o.fMseelethctyilvaetiaomn ionfesewleictthivCeOam2 aindesHw2.ith CO2 and H2. 1 1 CuAlOx Cu3AlOx 6 3 160 6 24 160hexane24 hexane NA a,b 8N6A a,ba,b NA86a,b a,b [138]NA a,b [138] Molecules 2019E,n2t4r,yx FORSPuEbE.RntRryEVIEWSuCb3a.0t. of 42 Cat. PH2/MPa TemPpH.2/°MCPaT/hTemp./°SCol. T/h ProdS.ol. Conv./P%rod. YCieolndv/.%/% SYeile./l%d/% NA86 ReSfe. l./% [138]NA Ref. Molecules2019,24,182 En2try SubE. n2try SCuCbAa.tl.Ox a,b a,b SYeliN.e/lA%8d6/% [R13eS8fe.]Nl./A% a,b [R13e8f.] 30 of 41 1 CuAlOx CPuC3AOl2Ox 6 PC3O2 160 6 24 CuCA3atlO. x PH2/7MPa3 Tem1P6pH0.2//°7MCPaT2/4hTem16p0.h/°eSCxoaln. eT2/4h ProhdeSx.oaln. eConNv.A/P%rod. YCieoln8dNv6/%A./% 1 1 CuAlOx 160hexane24 hexane NA 8N6A NA86 [138]NA [138] 1 /MPa /MPa Table4.MethyTlaatbiolne4o.fMseelethctyivlaetiaomnionfesewleictthivCeOam2 aindesHw2.ithCO2 andH2. 160hexane24 hexane NA 8N6A a,b a,ba,b [138] /MPa /MPa Table 4. MethyTlaatbiolne o4.f Mseelethctyivlaetiaomn ionfesewleictthivCeOa2maindesHw2.ith CO2 and H2. CPuC3AOl2Ox 6 PC3O2 160 6 24 2 2 CuAlOx Cu3AlOx 7 3 160 7 24 160hexane24 hexane NA a,b 8N6A a,ba,b NA86a,b a,b [138]NA a,b [138] Entry SubE. ntry SuCba.t. Cat. PH2/MPa TemPpH.2//°MCPaT/hTemp./°SCol. T/h ProdS.ol. Conv./P%rod. YCieolndv/%./% SYeile./l%d/% ReSfe. l./% Table 4. Methylation of selective amines with CO2 and H2. Ref. /MPa /MPa PCO2 PCO2 1 21 CuAlOx Cu3AlOx 6 3 160 76 24 160hexane24 hexane NA a,b 8N6Aa,b NA86a,b [138]NA [138] Ref. 2 CuAlOx 3 7 160 24 hexane NA 86 a,b NA a,b [138] a,b Entry SubE. ntry SuCba.t. Cat. PTHa2b/MleP4a. MTetmhPpyH.2l/a°MCtiPoanTo/hfTseemlepc./t°iSCvoel.aTm/hinesPwroidSt.holC. COonavn./Pd%roHd. . YCioelndv/.%/% SYeile./l%d/% ReSfe. l./% 3 3 C u A l O x C u A3 l O x 7 3 1 6 0 7 2 4 1 6 0 h e x a n e 2 4 h e x a n e 2 N A 2 8N7 A N A8 7 [ 1 3 8 ] N A [ 1 3 8 ] /MPa /MPa PCO2 PCO2 12 12 CuAlOx Cu3A3AlOx 67 3 160 67 24 160hexane24 hexane NA a,b 8N6A a,ba,b NA86a,b a,b [138]NA a,b [138] En3try SubE.n3try CSuCAba.ltO. x CuCA3altO. x PH2/7MPa3 Tem1P6pH0.2/°7MCPaT2/4hTem16p0.h/°eSCxoaln.eT2/4h ProhdeSx.oaln.eConNvA./P%rod. YCieoln8dNv7/A.%/% SYeNile./Al%8d7/% [R13eS8fe].Nl./A% [R13e8f.] PCO2 PCO2 1 1 C u A l O x C u A3 l O x 6 3 1 6 0 6 2 4 1 6 0 h e x a n e 2 4 h e x a n e N A 8N6 A N A8 6 [ 1 3 8 ] N A [ 1 3 8 ] /MPa /MPa En23try SubE.n32try CSuCbAa.ltO. x CuCA3AaltlO. x PH2/7MPa3 Tem1P6pH0.2//°7MCPaT2/4hTem16p0.h/°eSCxoaln.eT2/4h ProhdeSx.oaln.eConNvA./P%roa,db. YCieoln8dNv67/A%A./%a,ba,b SYeNli.e/Al%8d76/a%,b a,b [R13eS8fe.]Nl./A%a,b [R13e8f.] 16 16 Cu/CeO2 Cu/1CeO2 7 1 1607 4 160toluene4 toluene 28 2278 9527 [139]95 [139] /MPa /MPa En1try Sub. 1 CuCAaltO. x CuP3AlOPxC/MO2Pa6 3P /M1P60a 6 Tem24p./ 1C60hexTa/n CO2 H2 e24 Shoelx. ane NAProd. C8N6oAnv./% NA86Yield/[%138]NA Sel./%[138] Ref. [138] [138] [138] [139] [140] [140] [140] [141] [142] [142] [142] [143] [144] ◦ a,b a,b a,b h 23 1236 CuAlOx Cu/A3A3ClelOx2 7 13 1607 24 160hexane244 thoeluxaene NA 8N2678Aa,b NA28767 a,b[138]N95A a,b [1398] En1tr6y Sub. Cu/CCeOat2. 1 /MPa 7 PH2/MPa160 Temp4./°C tTo/lhuene Sol. P2r8od. Conv2.7/% Yi9e5ld/% [139]Sel./% Ref. 1 1 CuAlOx Cu3AlO3x 6 3 6 160 6 21460 160hex2a4ne24 hexhaenxeane NA 24 160hexane24 hexane NA 24 160thoelxuaene244 thoelxuaene N28A 30 150octane30 octane NA 8N6ANA NA86 86[138] NA NA[138] 8N6A NA86 [138]NA [138] 82N278A N95A287 [1389]N95A [1398] 2 2 C u A l O x x C u A3 l O x 7 3 1 6 0 7 136 136 Cu/ACleOx2 Cu/A31CleOx2 7 13 1607 6 6 Pd/CuZrOx Pd/C1uZrOx 2.5 1 1502.5 9N1A NA91 [140]NA [140] 2 2 CuAlOx Cu3AlOx3 7 3 1136Molecules 20191,63264, x FORCPuEC/AECuRleOAORxlE2OVIxEWPdC/3uC1/A31uColZefOr4xO32x 7 1316 7 160 7 16027.5 16024 1560th2oe4lxuaene32404 hexathnoecelxtuaene NA NA86 86[138] NA N[A138] N9A59828176 [1389]N9AN5A A [143089[]1] 38] NA [140] Molecules 2019,624, x FOR PEER REVIEWPd/3C1uoZfr4O2x 1 2.5 150 N2A8 NA 91 323 32 CuAlOx CuA3AllOx3x 7 3 16 166 PCd/uC/CuZeOrO2x PCd/uC/1CuZeOrO2x 27.5 1 165027.5 8N76ANA 29N2718A N95A9217 [13490]N95A [14309] 7 160 7 7 7 Pd/CuZrOx Pd/C1uZrOx 2.5 1 1502.5 21460 160hexa2a4ne24 hehxhaenxaeane NA 340 1560toclutaene340 toclutaene N28A Molecules2019,24M,xolFecOuRlesP2E0E1R9,R2E4V,xIEFWORP3E1EoRfR4E2VIEW 31 of 42 Molecules 2019,324M, xolFecOuRlesP2E0E1R9,3R2E4V, xIEFWORCP3uE1AEoRlOf R4xE2VIEW C3u1A3olOf x42 7 3 160 7 16 16 10 10 7 7 PCdu/C/CuCeZeOrO2 x PCd/uC/1CuZeOrO12 x 27.5 1 Pt-MoOx/Ti2O2 Pt-Mo0O.5x/TiO2 5 0.5 Pd/CuZrOx Pd/C1uZrOx 2.5 1 7 165027.5 200 5 1502.5 341060 1650toclutae4ne340toltuoecluntaeneN28A 29N2718A28 N95A2971 27[13490] N95A 95[13490] 24 200neat24 neat 100 61300 6363 [142] 63 [142] 30 1 5 0 o c t a n e 3 0 o c t a n e N A 7N1 A NA71 [140] NA [140] Molecules 20129, 24M, xolFecOuRlesP2E0E1R9,R2E4,VxIEFWOR P3EC1EuoRfAR4lE2OVxIEW 31 of 432 7 160 24 hexane NA 86 NA [138] 21460 160hexa2n4 e24 hehxaenxaene 30 octane 30 150octane30 octane NA 24 160hexane24 hexane NA 8N6ANA N82NA27A8A 8N7A NA87 [138] NA [138] 136 136 Cu/ACleOx2 Cu/A13CleOx2 7 13 1607 244 160thoelxuaene244 thoeluxaene N28A 28N278A N95A287 [1398]N95A [1398] 160 1760 PPtP-dM/CoCOuZxZ/rTrOiOx2 PPt-dM/Co01.Ou5Zx/rTO1iOx 2 25.5 01.5 2.52105025.5 2314050 1215050onctea3an0te323040 octoancnteaeante N10A0 69N1310A0NA N63A769131 9[1[1420]N63A N[A14020] 7 Pd/CuZrOx 1 2.5 150 30 octane NA 71 NA [140] Molecules 2019, 24M, xolFecOuRlesP2E0E1R9,R2E4,VxIEFWOR P3E1EoRf R4E2VIEW 31 of 42 8 8 Pd/CuZrOx Pd/C1uZrOx 2.5 1 1502.5 30 150octane30 octane NA 7N5A NA75 [140]NA [140] 160 160 Pt-CMuo/COex/OT2iO2 Pt-CMuo0/1C.O5ex/OT2iO2 57 01.5 21060 75 24 12600tonlueeant e244 tonlueeant e 12080 261273080 96532673 [13492] 9653 [13492] 64 NH4HCO463 NPPtH-dM4/HCoOCuZOx/rT3OiOx 2 PtP-dM/Co1OuZx/rTOiOx 2 25.5 1 125025.5 3204 2150oncteaante2340 oncteante NA 96N15A NA6951 [1402]NA [1420] 1 2.51502.5 31050 180 180 PPt-dM/CouOZx/rTOiOx 2 PPt-dM/Co01Ou.5Zx/rTOiOx 2 25.5 01.5 1250025.5 3204 12500ocnteaante3204 oncteaante N10A0 76N1530A0 N6A37653 [1402]N6A3 [1402] Molecules 2019,724M, xoleFcOulResP2E0E1R9,7R24E,VxIEFOWPRdP/3EC1EuoRZfRr4OE2VxIEWPd3/C11uoZf r4O12x 2.5 3 CuAlOx 3 150octa3n0e30 octoacnteane NA 7N1ANA NA71 71[140] NA NA[140] Molecules 2019,5724M, oxleFcOulResP2E0E19R,75R24E,VxIFEPOWtPR-dMP/3ECo1EOuRoZxf/RrT4OEi2OVx I2EWPPt-dM3/C1o1OuoZxf/rT4O2iOx 2 25.5 1 215025.5 2340 1250oTctHanFe3204 N neat 100 CH3 CH 3 10 10 Pt-MoOx/TiO2 Pt-Mo0.O5x/TiO2 5 0.5 200 5 24 200 neat 24 NH4HCO43 PNtH-M4HoOCOx/T3 iO2 Pt-Mo1Ox/TiO2 5 1 250 5 24 250 neat 24 8 Pd/CuZrOx Pd/C1uZrOx 2.5 1 1502.5 30 150octane 30 15 PdGa/TiO2 PdG5a/TiO2 5 5 180 5 10 180octane10 oTctHanFe NA N 57N61A NA7516 [1430]NA [1403] 61300 6363 [142] 63 [142] 6N5 A N A6 5 [ 1 4 2 ] N A [ 1 4 2 ] 7N5A NA75 [140] NA [140] 9928 9492 [141] 94 [141] 4 neat NA octane NA 8 CH 3 tane 98 H3C 15 o c CH3 CH 9 5 7 142 8 155 9 95 Ptt--MoOx/TiiO2 Pt-Mo0O.O5x/0T.i5O2 5 01.5 5200 5 22400 2050 ne2a4t 24 neTanteHaFt 85 Pt-MoOx/TiO22 1 5 250 24 THF N NA 8N855A85 1008556 85[142]1N0A0 10[01423] 56 NA [143] 7N1 A N A7 1 [ 1 4 0 ] N A [ 1 4 0 ] 170 14852 170 PtPt--MdM/oCoOuxZx/rTOiOx 2 PtP-Md/oC01O.u5xZ/T0rO.i5Ox 2 25.5 0.15 5 1250025.5 320400 21050ocntea2an4te2340 n eonactetant e N10A0 761N130A0100 N6A36731 63[1402]N63A 6[3[1420] 9675N256aA NA9A625a [144203]NA [1424] 7 Pd/CuZrOx Pd/C1uZrOx 2.5 1 1502.5 30 150octane30 NH4HCO14023 NPAtH-uM/4AHolCO2Ox/3T3-ViOS2 PAt-uM/Aol2O1O2Ox/3T-ViOS2 65 012.5 12450 56 274 210540henxeant e274 o ctane NA 7 160 24 hexane NA 87 NA [138] 16 16 Cu/CeO2 Cu/1CeO2 7 1 1607 4 160toluene4 toluene 28 2278 9527 [139]95 [139] 6 6 Pd/CuZrOx Pd/C1uZrOx 2.5 1 1502.5 30 150octane30 octane NA 9N1A NA91 [140]NA [140] Molecules 20191,47204M, xolFeNcOuRHlesP4H2E0EC1R9O1,47R032E4V, xIEFPWPNOtPtRH-dMP4/3HCoE1oOEOuCoRZxOxf/rRT34OEi2iOVx 2I2EPWPt-dM/3Co101O.u5oZxf/rT4Oi2Ox 2 25.5 01.5 21250025.5 232404 215050oncteante2340 oncteante N10A0 676N15130A0 N6A367531 [14202]N63A [1420] 8 8 Pd/CuZrOx Pd/C1uZrO1 x 2.5 1 2.51502.5 31050 150octa3n0e30 octoacntaene NA 7N5ANA NA75 75[140] NA N[A140] 15 15 PdGa/TiO2 PdG5a/TiO2 5 5 1805 10 180octane10 octane 98 9928 9492 [141]94 [141] 46 NH4HCO643 PNPtH-dM4/HCoOuCZxO/rT3OiOx 2 PPt-dM/Co1OuZx/rTOiOx 2 25.5 1 125025.5 3204 1250oncteante3204 1750Molecules 20191,57024, x FPOPtR-dMP/CEoEOuRZx/RrTOEiOVx I2EPWtP-dM3/Co101O.u5oZxf/rT4Oi2Ox 2 25.5 01.5 1250025.5 3204 21050oTcntHeaanFte2340 8 8 Pd/CuZrOx Pd/C1uZrOx 2.5 1 1502.5 30 150octane30 4 NH4HCO1453 PNtH-M4HoOCOx/T3 iO2 PtP-dMGoa1O/Tx/iTOiO2 2 5 51 250 5 24 12850 neat 1204 ocnteaante NA 96N N15 A A N N A A96 15 [ [ 1 1 4 4 02 ] ] N N A A [ [ 1 1 4 4 02 ] ] 756N1N1630A0 N6A3657361 [14032]N63A [14230] 6N958A NA9625 [142]N94A [1412] 15 PdGa/TiiO2 5 5 5 5180 11080 octa1n0e octane 98 92 98 94 9[2141] 94 2 166 6 Pd/CuZ/CrOeOx 2 Pd/C1uZrO1 x 2.5 17 1502.5 16030 150o4ctane30 tolue nocetane NA 29N81A NA9217 [140]NA95 [140[1]39] 8 Pd/CuZrOx Pd/C1uZrOx 2.5 1 1502.5 30 150octane30 octane NA 155 PtP-MdGoaO/Tx/iTOiO2 2 PtP-MdGo15aO/Tx/iTOiO2 2 5 15 21580 5 2140 21580oTctHanFe2140 9 Pt-MoOx/TiO2 Pt-Mo0.O5 x/TiO2 5 0.5 200 5 24 200 neat 24 3 TctHanFe N9A8 NH4HCO1423 PNAtPtH-u-dM/4/AHColOuC2OZxOx/3rT3-OViOxS2 PAt-uM/Ao121lO2Ox/3T-ViOS2 2565.5 85 Pd/CuZrOxPPt-dM/CoOuZx/rTO1iOx 2 12 2125450 56 2327404 21540hoenTcxteHanFte274 henxeant e NA NNAA 759561 NANA A [1403[1] 40] 15 15 PdGa/TiO2 PdG5a/TiO2 5 5 1805 10 180octane10 octane 98 9928 9492 [141]94 [141] 9 9 Pt-MoOx/TiO2Pt-Mo0O.5x/TiO2 5 0.5 2005 24 200neat24neat853 8855 10085 [142] 100 [142] 4 neat NA 58 PtP-MdM/oCoOuZx/rTOiiOx 2 PtP-dM/Co1OuZx/rT1OiOx 2 25.5 1 5 215025.5 2324050 2150oTcHta2Fn4e2340 THoTcFtHanFe NA N65A NA65 [142]NA [142] 585 1352 3N3 57N65ANA NA5765 5[6[1430]NA N[A[1430] 79 13 C H3 CH3 N 12 154 153 Au/Al2O3-VS (AuPut/-AMl2oO2O3-xV/TSiO(A2 u 6 12 140 56 7 21540hexane274 hTeHxaFne NA 9N6A NA596 [144]NA [1434] 193 5 193 Pt0-M.5omOoxl/%Ti)O2 Pt0-M.5o0m2.O5oxl/%Ti)O2 56 02.5 21040 65 274 12400henxeant e274 xeant e N85A 89N8565A N10A09865 [1424]N10A0 [1442] N56A NA56 [143]NA [143] 9 N2 a A N A9 2 a [ 1 4 4 ] N A [ 1 4 4 ] 12 12 Au/Al2O33-V-VSS Au/A2l2O3-VS 6 2 140 6 7 140hexane 7 h 9 >9N78656A5 N>9>A98765 [1454]N>190A90 [14452] 9N9ANA NA99 99[144] NA N[A144] NH4HCO43 NPAtHu-M/4AHolCO2Ox/33T-ViOS2 PAt-uM/AoOl12Ox/3T-iVOS2 5 1 2505 24 250 neat 24 H3C CH3 HC CH 14 14 12 12 aenxaene NA (Au: 0.5 mol%)(Au: 0.25 mo2l%) 6 2 6 140 6 7140 140hexa7ne 7 hexh N [144] [145] [146] [146] 13 13 14 14 1717 171 Au//All22O33(-AVSu Au/Al2O3-(VASu Au/Al2O3-VS (Auu/Al2O3-VS (Au 140 6 140 6 5 21 04 0 0 53 exane NA 7 140hexane7 h N96A [144] 17 147 11 11 18 18 0.73 wt%) 0.73 wt%) Re/TiO2 Re/1TiO2 Size 2.0 nm, AuSize 2.01nm, Au Re/TiO2 Re/1TiO21 Au/Al2O3 (2Au A0u./5Aml2Ool3%(A) u 5 21 3 1 5 1 2 0 0 65 24 12400octane 274 hoecxtane NA 5 1c4y0clohexa5ne cyclohexane 76 22400 200octa2n4e24 octoacntaene NA 24 2 0 0 o c t a n e 2 4 o c t a n e N A 1245 Au/Al2O3--VSS APud/AGAlal2/OT3i-O2V2S 6 25 6 140 65 1740 1480hexa7ne170 hehxo 9N29aA8 NA N9A9292a 92[a144]N9A4 N[A1441] 21.5 25.5 150 125030 3204 octan eT 12 12 Au/Al2O3-VS Au/Al2l2O3-VS 6 2 140 6 7 140hexane7 9N6A NA96 [144]NA [144] 152 125 APud/GAal2/OTi3O-V2S APud/AG52al2/OT3i-OV2S 56 25 184065 170 1480hoecxtane170 hoecxtane N98A 9N292a8A N94A9922a [1414]N94A [1441] 9 9 (PAtu-M:0o.5Omx/ToilO%2)(PAtu-M:0o0.5O.5mx/ToilO%2) 5 0.5 2005 24 200neat24 neat 85 8855 10085 [142]100 [142] 854 NH4HCO4583 PNPtPt-H-MdM4/HoCoOCOuxZOx/rT3TOiOx 2 PtP-dM/Co1O1OuZx/rTO1iOx 2 25.5 1 5 125025.5 320450 2150oTctHa2nF4e2340 noeTnactHeanFt e NA N 13 13 2 6 2 1406 7 140hexane7 h 9N262aA N9A4A926a [14414]NA [144] 15 PdGa/TiO2 5 5 180 10 octane 98 92 94 [141] 132 APud/GAal2/OxT3iO-V2S2 Au/A252l2O3-VS 656 2 14840 6 170 140hoecxtane 7 9 (PAtu-uMP:/A0do.l5/O2COmx/u3To-ZVilO%rSO2)(xPAtu-uM:/A0o0.l.5O52Omx/3To-1VilO%S2) 5 02.5.5 200 5 15024 2003n0eat 24 octaneneat 85H3C CH3 N8A855 1008751 [142]10N0A [142[1]40] CNH3 PdGa2/Ti3O2 (Au:0.525mol%)65 1480 170 hoecxtane N98A 929 N94A [1414] (Au: 0.5 mol%) N 5 A(uPA/tAu-M:l20Oo.5O3-mxV/ToSilO(%AA2)u(PuAt/-uAM:l02oO.O153-xmV/ToSilO%(A2)u 5 1 250 5 24 250 THF 24 N THF NA N xane NA 145 145 PdGa/TiO2 PdG25a/TiO2 65 25 148065 170 1480hoecxtane170 hoecxtane N9A8 9N92A8 N9A4992 [1441]N9A4 [1441] 193 13Pt-MoOx/TiO2 02.525626210406217440140henxea7nte7hexhaenxeaneN85A 89N56ANAN10A09696[1424]NAN[A144][144] 9 814 124 113 1931 Pt-MoOx/TiO2 0.5 5 200 24 neat 85 85 100 [142] 0 . 5 m o l % ) A u 0 / . 5 A ml 2 O o l 3 % ( A ) u A(uA/uA/:lA20O.l.523O-mV3 (oSAl(%uA)u(uA/uA:l02O.53-mVoSl%(A)u exane NA AuP/Adl/2COu3-ZVrSOxAu/Al22O3-1VS 6 2.5 140 6 1507 1 1 4 4 0 0 h 3 e 0 x a n e 7 7 o c t a nh h N N 9 N NA 9 A A N 9 A 9 7 2 9 5 a [ 1 4 4 ] N N ANA A [ [ 1 1 4 4 4 4 [ ] 1 ] 4 0 ] ASAuiz/u0Ae/.52lA2.Om0l3no-OVml%S,-)VA(ASAuSuPuizt/e-A0M.25l2.oO0m12O3no-xmV/l%TS,i)OA(A2uu 36 021.5 140 635 57 12c40y0chloexhaenxea2n754e cychleonxheaeanxt eane N76A Pt-MoO2x/T3iO2 0.5 5 200 24 neat 85 85 100 [142] Au/Al2O3 (Au Au/Al2O3 (Au N (A0u./57A03m.l5w2Oomtl3%o-Vl)%S) 0.753mwotl%) AuA/Au/lA2Ol23O-V3-SV(SAuuA/uAu/lA2Ol23O-V3-SV(SAu 6 2 140 6 7 140hexane7 hexane NA 9N2aA N9A2a [144]NA [144] 131 131 194 194 PAtu-M/AolO2Ox/3T(AiOu2 PAtu-M/Ao0l2.O25Ox/3T(AiOu2 56 02.5 2104065 274 12400henxeante274 henxeante N85A 89N859A5 N10A09895 [1424]N10A0 [1442] 11 11 0.5 mol%) 0.5 mol%) ASuAiz/u0eAe./72lA23.O0l2w3On-tmVm3%(S,A)A(uAuSuAiz/uAu0e./l72A23.O0l12w3On-Vtm3%-(S1V,A)(ASAuuu 3 1 3 140 3 5140 1c4y0clohe5xan5e cyclyochloexhaenxeane 76 >756 76 N9N9A >9>975 >7[5145] >99 >9[9145] NA969 [144]NA [144] NA982 [146]NA94 [146[]141] 14 134 1517 17 11 11 2 6214067 140hexane7 h Size2.0nm,AuSize2.021nm,Au 63 21 140 63 75 1c4y0chleoxhaenxean75e cych N Au/Al O (Au (Au: 0.52 m3ol%)(Au: 0.5 mol%) exane NA RPed/TGiOa/2TiO2 Re/1TiO25 5 15 200 5 18024 200o1c0tane24 octanoectane NA Siz0e0.527.3m0wnomtl%,)AuS(Aizu0e0.:.5270.3m.015wnomlmt%o,l)%Au) 3 1 140 3 N N N N 99N88A >756 0.73 wt%) 5 1c4y0clohexan5e cyclohexane 76 >9>975 [145] >99 NA96 [144]NA [145] 0.73 wt%) 0.732wt%) S(AizueR:2e0./0.T5TnimOmOo2, lA%u)S(AizueR: 20e..0/151TnmiOmo12,l%Au) 7 140hexane7 hexane NA 225400 21c04y0coloctha2en4xea2n54e coycctolaocntheaenxeaneN7A6 N A9 9 [ 1 4 4 ] N A >9N7856ANA N>9A>9785 9[8[1465]N>9A9 0.5 mol%2) 0.5 mol%) Au/Al2O3 (Au Au/Al2O3 (Au N[A1465] [1446] 262 Au/Al2O3-VS (Au 6 2 53 1 N 9N9 A 9N8A NA998 [146]NA [ 1 4 4 ] exane NA 14 14 2 621406 7 140hexane7 h 17 17 18 18 11 11 Re/TiO2 Re/1TiaO2 5 1 a 200 5 24 200ocbtane24 ocbtane NA 0.73 wtG%C) conversion aGndCycieolndvbearsieodnoandamyienled. bNasoetdaovnaialambilnee(.NAN)o.t available (NA). 9N8A NA98 9N9A NA99 >756 >9>975 [146]NA [146] 17 17 18 18 Re/TiO2 Re/1TiOG2C conv5ersio1n aGndC2yc0ieo0lnd5vbearsieodn2o4andam2y0ien0leod.cbtaNsnoetd2ao4vnaialambilneeo(.cNtaANn)oe.t avaNilaAble (NA). 0.73 wt%) 9N8A NA98 9N9A NA99 [146]NA [146]NA [146] 18 18 17 17 Re/1TiO2 5 1 200 5 24 200octane24 octane NA aabb 9N9A NA99 N98A NA98 [146]NA [146]NA [146] 18 18 18 18 18 Re/TiO2 aabb GC conversion aGndCycioenldvebrassieodn oandamyiienled. baNseodt aovnaailmabinle.(NNAo).t available (NA). 9N9A NA99 NA 99 N99A NA99 [146]NA NA [146]NA [146] 17 Re/TiO2 Re/TiO2 1 5 200 24 octane NA 98 NA [146] 140 3 >756 >9>975 [145]>99 9N9ANA NA99 99[146]NA 9N8 A N A9 8 [ 1 4 6 ] N A N99A NA99 [144]NA [144] 5 200 5 [145] 200 5 9 Au/PAt-l2MO3o-VOSx/(TAiuO2 0.5 5 200 24 neat 85 85 100 [142] 17 17 Au/ARl2eO/1T3-iVOS2 (Au 5 1 0.73 wt%) 0.73 wt%) Re/TiO2 N AuR/Ae/lT2OiO3 (2Au AuR/Ae/l12TOiO3 (2Au 5 1 200 5 24 200octane24 octane NA 11 11 Size 2.0 nm, AuSize 2.01nm, Au 3 1 140 3 5 1c4y0clohexan5e cyclohexane 76 >756 >9>975 [145] >99 [145] 18 18 0R.5e/mToiOl%2 ) 0.R5em/1ToiOl%2) 5 1 200 5 24 2 0 0 o c t a n e 2 4 o c t a n e N A 9N9 A N A9 9 [ 1 4 6 ] N A [ 1 4 6 ] 17 17 Re/TiO2 Re/1TiO2 5 1 200 5 24 2 0 0 o c t a n e 2 4 o c t a n e N A 9N8 A N A9 8 [ 1 4 6 ] N A [ 1 4 6 ] Au/Al2O3 (Aua b aabb 0.73 wt%) 0.73 wtG%C) coGnvCercsoionnvaeGnrsdCioycnioelnadvnebdrasyieoidenlodanbdaamysieiendled.obnaNsaoemdt aionvnaeia.lmabiNlneeo(.tNaNAvo)a.tialavbalielab(NleA(N).A). 18 118 Re/TiO2 SizeR2e.0/1TnimO2,Au 5 1 20035 24 12400octane254 cycolochtaenxeaneNA 9N796A N>A9795 [146]>N9A9 [1456] Size 2.0 nm, AuSize 2.01nm, Au 3 1 140 3 5 1c4y0clohexa5ne cyclohexane 76 [146]NA [146] Re/TiO2 [146] 0.73 wt%) aabb GC conversion aGndCycioelndvberasieodnoandamyienled. baNsoedt aovnaialmabilnee(.NNAo).t available (NA). Re/TiO2 GC conversion aGndCycioelndvberasieodnoandamyienled. baNsoedt aovnaialmabilnee(.NAN)o.t available (NA). Re/1TiO2 5 1 200 5 24 200 octane24 octane NA Re/1TiO2 5 1 200 5 24 200octane24 octane NA [146] Re/TiO Re/TiO2 1 5 200 24 octane aabb GC conversion aGndCycieolndvbearsieodnoandamyienled. baNsoetdaovnaialambilnee(.NAN)o.t available (NA). Re/1TiO 5 1 200 5 24 200 octane24 octane NA [146] [146] Re/1TiaO2 5 1 a 200 5 24 200ocbtane24 ocbtane NA [145]>99 [145] H3C CH3 H3C CH3 H3C CH3 H3C CH3 N TnctHeanFt e N10A0 N CH3 C o c t a n e N A oncteaante NA 7N5 A N A7 5 [ 1 4 0 ] N A [ 1 4 0 ] o C H 3 CH3 H3C H3C H 33N HC C H3C NC C H3 x eant e NA 96N1250aA0 N9A6235a [1442]N63A [1424] 7N5A NA75 [140] NA [140] 59N962A8 N94A5962 [1431]N9A4 [1431] 8855 10085 [142] 100 [142] h H HC C3H 3N3 o en eat 85 H3C CH3 H3C C N N CH H 3 n CH 3 CH3 H 3 hexane NA N 9N2aA NA92a [144] NA [144] 7N5N56ANA NA657565 65[1403]NA N[A14230] CH xane NA CNH N e CH3 N 3 exane N9A8A h aecxntaene NA he n HC CH 33 33 HC H C e CH N3 3 leoxhaenxeane N76A N >9N7656A N>9A>9765 [1454] N>9A9 [1445] N NA876 87[138]NA N[A[138] 7N1A NA71 [140]NA [140] N[A146] [ 1 4 6 ]

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