insights on recyclable catalytic system composed of task ... · s1# insights on recyclable...

21
S1 Insights on recyclable catalytic system composed of task- specific ionic liquids for the chemical fixation of carbon dioxide Anne-Lise Girard, a * Nathalia Simon, a Marcileia Zanatta, a Sandro Marmitt, a Paulo Gonçalves a and Jairton Dupont a * S2 1 H Spectra of BMIm Br and BMIm I S3 1 H Spectra of BMIm Cl and tBMIm I S4 1 H and 13 C Spectra of BMMIm Br S5 1 H and 13 C Spectra of HO-EMIm Br S6 1 H and 13 C Spectra of BMMBtr Br S7 1 H and 13 C Spectra of BMMIm AlCl 4 S8 1 H Spectra of BMMIm N 3 and BMMIm HCO 3 S9 1 H and 13 C Spectra of BMMIm OH S10 1 H Spectra of BMIm OAc and BMIm malonate S11 1 H and 13 C Spectra of BMIm EMOAc S12 1 H and 13 C Spectra of BMIm HCO 3 S13 1 H Spectra of BMIm pro and BMIm benzo S14 1 H and 13 C Spectra of BMIm o-CF 3 benzo S15 1 H Spectra of NaSO 3 (CH 2 ) 2 Im(CH 2 ) 2 SO 3 and MIm(CH 2 ) 2 SO 3 S16 1 H Spectra of MIm(CH 2 ) 3 SO 3 and styrene carbonate S17 1 H Spectra of cyclohexene carbonate and op%mized geometry of Complex 1 S18 Optimized geometries of TS 1 and Int. 1 S19 Optimized geometries of Int. 2 and TS 2 S20 Optimized geometries of Int. 3 and TS 3 S21 Optimized geometry of Complex 2 Electronic Supplementary Material (ESI) for Green Chemistry. This journal is © The Royal Society of Chemistry 2014

Upload: others

Post on 02-Oct-2020

3 views

Category:

Documents


0 download

TRANSCRIPT

Page 1: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S1  

Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

dioxide

Anne-Lise Girard,a* Nathalia Simon,a Marcileia Zanatta,a Sandro Marmitt, a Paulo Gonçalves a and Jairton Duponta*

S2 1H Spectra of BMIm Br and BMIm I

S3 1H Spectra of BMIm Cl and tBMIm I

S4 1H and 13C Spectra of BMMIm Br

S5 1H and 13C Spectra of HO-EMIm Br

S6 1H and 13C Spectra of BMMBtr Br

S7 1H and 13C Spectra of BMMIm AlCl4

S8 1H Spectra of BMMIm N3 and BMMIm HCO3

S9 1H and 13C Spectra of BMMIm OH

S10 1H Spectra of BMIm OAc and BMIm malonate

S11 1H and 13C Spectra of BMIm EMOAc

S12 1H and 13C Spectra of BMIm HCO3

S13 1H Spectra of BMIm pro and BMIm benzo

S14 1H and 13C Spectra of BMIm o-CF3benzo

S15 1H Spectra of NaSO3(CH2)2Im(CH2)2SO3 and MIm(CH2)2SO3

S16 1H Spectra of MIm(CH2)3SO3 and styrene carbonate

S17 1H Spectra of cyclohexene carbonate and op%mized  geometry  of  Complex  1

S18 Optimized geometries of TS 1 and Int. 1

S19 Optimized geometries of Int. 2 and TS 2

S20 Optimized geometries of Int. 3 and TS 3

S21 Optimized geometry of Complex 2

Electronic Supplementary Material (ESI) for Green Chemistry.This journal is © The Royal Society of Chemistry 2014

Page 2: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S2  

Page 3: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S3  

Page 4: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S4  

Page 5: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S5  

Page 6: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S6  

residual  solvent  

Page 7: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S7  

residual  solvent  

Page 8: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S8  

residual  solvent  

Page 9: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S9  

Page 10: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

BMIm  OAc  

S10  

Page 11: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S11  

Page 12: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S12  

residual  solvent  

Page 13: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S13  

Page 14: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S14  

Page 15: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S15  

MIm(CH2)2SO3  

Page 16: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S16  

Styrene  carbonate  

Page 17: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S17  

Complex  1  

IL  IL  

IL  

IL  

IL  

IL  CC  

CC  

CC  +  CO  +IL  

IL  =  Ionic  Liquid  CO  =  cyclohexene  oxide  CC  =  cyclohexene  carbonate  

CO  

Page 18: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S18  

TS  1  

Int.  1  

Page 19: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S19  

TS  2  

Complex  1  Int  2  

Page 20: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S20  

Int.  3  

TS  3  

Page 21: Insights on recyclable catalytic system composed of task ... · S1# Insights on recyclable catalytic system composed of task-specific ionic liquids for the chemical fixation of carbon

S21  

Complex  2