| Literature DB >> 28718818 |
Witold Zielinski1, Rafal Kukawka2,3, Hieronim Maciejewski4,5, Marcin Smiglak6,7.
Abstract
The authors are sorry to report that the yield of the hydrosilylation reaction in [P44414][NTf2] (1) IL with [RhCl(PPh3)3] was replaced with the yield reported for [P44414][NTf2] (1) IL with K2PtCl4 in their published paper [1]. [...].Entities:
Year: 2017 PMID: 28718818 PMCID: PMC6152164 DOI: 10.3390/molecules22071203
Source DB: PubMed Journal: Molecules ISSN: 1420-3049 Impact factor: 4.411
Yields of hydrosilylation reaction in subsequent cycles for biphasic systems of ionic liquids and catalysts used.
| Ionic Liquid | Catalyst | Yields in Subsequent Cycles (%) 1 | |||||
|---|---|---|---|---|---|---|---|
| 1 | 2 | 3 | 4 | 5 | |||
| K2PtCl4 | 98.45 | 99.60 | 98.68 | 98.71 | 98.71 | ||
| K2PtCl6 | 70.26 | 58.65 | 13.09 | 10.87 | 9.56 | ||
| Pt(PPh2)2Cl2 | 100.00 | 100.00 | 100.00 | 95.25 | 87.74 | ||
| Pt(PPh3)4 | 99.82 | 99.22 | 99.13 | 22.40 | 4.77 | ||
| [RhCl(PPh3)3] | 98.34 | 11.73 | 6.56 | 4.53 | 3.57 | ||
| Karstedt | 99.27 | 99.12 | 98.95 | 99.19 | 55.41 | ||
| K2PtCl4 | 85.68 | 2.25 | 0.39 | 0.75 | 3.92 | ||
| K2PtCl6 | 86.05 | 3.42 | 5.47 | 10.74 | 13.58 | ||
| Pt(PPh2)2Cl2 | 84.22 | 2.30 | 5.23 | 5.68 | 6.38 | ||
| Pt(PPh3)4 | 16.12 | 14.79 | 13.14 | 11.46 | 11.52 | ||
| [RhCl(PPh3)3] | 100.00 | 12.22 | 9.56 | 2.58 | 8.91 | ||
| Karstedt | 100.00 | 80.09 | 16.02 | 17.37 | 9.44 | ||
| K2PtCl4 | 60.26 | 55.68 | 15.15 | 16.75 | 17.40 | ||
| K2PtCl6 | 29.35 | 28.69 | 27.45 | 30.26 | 33.48 | ||
| Pt(PPh2)2Cl2 | 100.00 | 100.00 | 86.24 | 85.84 | 59.07 | ||
| Pt(PPh3)4 | 86.39 | 85.46 | 84.81 | 84.52 | 85.18 | ||
| [RhCl(PPh3)3] | 98.99 | 97.82 | 98.71 | 99.27 | 5.44 | ||
| Karstedt | 98.30 | 45.89 | 35.15 | 34.05 | 34.12 | ||
| K2PtCl4 | 86.03 | 85.17 | 84.93 | 86.35 | 84.41 | ||
| K2PtCl6 | 87.80 | 83.62 | 86.47 | 85.03 | 84.57 | ||
| Pt(PPh2)2Cl2 | 85.52 | 85.43 | 85.66 | 85.77 | 86.30 | ||
| Pt(PPh3)4 | 90.00 | 90.00 | 85.00 | 72.00 | 67.00 | ||
| [RhCl(PPh3)3] | 94.00 | 97.00 | 89.00 | 62.00 | 7.00 | ||
| Karstedt | 86.03 | 85.17 | 0.00 | 0.00 | 0.00 | ||
| K2PtCl4 | 58.00 | 47.00 | 14.00 | 3.00 | 1.00 | ||
| K2PtCl6 | 91.00 | 66.00 | 31.00 | 10.00 | 1.00 | ||
| Pt(PPh2)2Cl2 | 47.00 | 32.00 | 23.00 | 14.00 | 9.00 | ||
| Pt(PPh3)4 | 39.00 | 22.00 | 13.00 | 3.00 | 1.00 | ||
| [RhCl(PPh3)3] | 88.00 | 0.00 | 0.00 | x | x | ||
| Karstedt | 97.15 | 93.70 | 57.58 | 6.08 | 0.00 | ||
| K2PtCl4 | 1.00 | 0.00 | 0.00 | x | x | ||
| K2PtCl6 | 0.00 | 0.00 | 0.00 | x | x | ||
| Pt(PPh2)2Cl2 | 15.00 | 11.00 | 8.00 | 9.00 | 2.00 | ||
| Pt(PPh3)4 | 3.00 | 3.00 | 3.00 | 0.00 | 0.00 | ||
| [RhCl(PPh3)3] | 0.00 | 0.00 | 0.00 | 0.00 | 0.00 | ||
| Karstedt | 16.00 | 9.00 | 6.00 | 2.00 | 0.00 | ||
| K2PtCl4 | 10.00 | 8.00 | 2.00 | 0.00 | 0.00 | ||
| K2PtCl6 | 2.00 | 5.00 | 3.00 | 0.00 | 0.00 | ||
| Pt(PPh2)2Cl2 | 35.00 | 27.00 | 20.00 | 14.00 | 11.00 | ||
| Pt(PPh3)4 | 30.00 | 25.00 | 19.00 | 8.00 | 0.00 | ||
| [RhCl(PPh3)3] | 78.00 | 18.00 | 2.00 | 0.00 | 0.00 | ||
| Karstedt | 30.00 | 15.00 | 8.00 | 3.00 | 0.00 | ||
1 Yields color code: green > 90%; blue 70–90%; orange 50–70%; yellow 30–50%; red 0–30%; [P44414][NTf2] tributyltetradecylphosphonium bis(trifluoromethylsulfonyl)imide; [BuPy][NTf2] 1-butylpyridinium bis(trifluoromethylsulfonyl)imide; [BMMIM][NTf2] 1-butyl-2,3-dimethylimidazolium bis(trifluoromethylsulfonyl)imide; [S222][NTf2] triethylsulfonium bis(trifluoromethylsulfonyl)imide; [AllPy][NTf2] 1-allylpyridinium bis(trifluoromethylsulfonyl)imide; [diAllMIM][NTf2] 1,3-diallyl-2-methylimiidazolium bis(trifluoromethylsulfonyl)imide; [AlldiMIM][NTf2] 1-allyl-2,3-dimethylimidazolium bis(trifluoromethylsulfonyl)imide.
Figure 3The yields of hydrosilylation reaction carried out in [P44414][NTf2] (1) (tributyltetradecylphosphonium bis(trifluoromethylsulfonyl)imide) in subsequent cycles. Colors refer to different catalysts used in hydrosilylation reaction.
Yields of hydrosilylation reaction in subsequent cycles for biphasic systems of ionic liquids and catalysts used.
| Ionic Liquid | Catalyst | Yields in Subsequent Cycles (%) 1 | ||||
|---|---|---|---|---|---|---|
| 1 | 2 | 3 | 4 | 5 | ||
| K2PtCl4 | 98.34 | 11.73 | 6.56 | 4.53 | 3.57 | |
| K2PtCl6 | 70.26 | 58.65 | 13.09 | 10.87 | 9.56 | |
| Pt(PPh3)2Cl2 | 100.00 | 100.00 | 100.00 | 95.25 | 87.74 | |
| Pt(PPh3)4 | 99.82 | 99.22 | 99.13 | 22.40 | 4.77 | |
| [RhCl(PPh3)3] | 98.45 | 99.60 | 98.68 | 98.71 | 98.71 | |
| Karstedt | 99.27 | 99.12 | 98.95 | 99.19 | 55.41 | |
| K2PtCl4 | 85.68 | 2.25 | 0.39 | 0.75 | 3.92 | |
| K2PtCl6 | 86.05 | 3.42 | 5.47 | 10.74 | 13.58 | |
| Pt(PPh3)2Cl2 | 84.22 | 2.30 | 5.23 | 5.68 | 6.38 | |
| Pt(PPh3)4 | 16.12 | 14.79 | 13.14 | 11.46 | 11.52 | |
| [RhCl(PPh3)3] | 100.00 | 12.22 | 9.56 | 2.58 | 8.91 | |
| Karstedt | 100.00 | 80.09 | 16.02 | 17.37 | 9.44 | |
| K2PtCl4 | 60.26 | 55.68 | 15.15 | 16.75 | 17.40 | |
| K2PtCl6 | 29.35 | 28.69 | 27.45 | 30.26 | 33.48 | |
| Pt(PPh3)2Cl2 | 100.00 | 100.00 | 86.24 | 85.84 | 59.07 | |
| Pt(PPh3)4 | 86.39 | 85.46 | 84.81 | 84.52 | 85.18 | |
| [RhCl(PPh3)3] | 98.99 | 97.82 | 98.71 | 99.27 | 5.44 | |
| Karstedt | 98.30 | 45.89 | 35.15 | 34.05 | 34.12 | |
| K2PtCl4 | 86.03 | 85.17 | 84.93 | 86.35 | 84.41 | |
| K2PtCl6 | 87.80 | 83.62 | 86.47 | 85.03 | 84.57 | |
| Pt(PPh3)2Cl2 | 85.52 | 85.43 | 85.66 | 85.77 | 86.30 | |
| Pt(PPh3)4 | 90.00 | 90.00 | 85.00 | 72.00 | 67.00 | |
| [RhCl(PPh3)3] | 94.00 | 97.00 | 89.00 | 62.00 | 7.00 | |
| Karstedt | 86.03 | 85.17 | 0.00 | 0.00 | 0.00 | |
| K2PtCl4 | 58.00 | 47.00 | 14.00 | 3.00 | 1.00 | |
| K2PtCl6 | 91.00 | 66.00 | 31.00 | 10.00 | 1.00 | |
| Pt(PPh2)2Cl2 | 47.00 | 32.00 | 23.00 | 14.00 | 9.00 | |
| Pt(PPh3)4 | 39.00 | 22.00 | 13.00 | 3.00 | 1.00 | |
| [RhCl(PPh3)3] | 88.00 | 0.00 | 0.00 | x | x | |
| Karstedt | 97.15 | 93.70 | 57.58 | 6.08 | 0.00 | |
| K2PtCl4 | 1.00 | 0.00 | 0.00 | x | x | |
| K2PtCl6 | 0.00 | 0.00 | 0.00 | x | x | |
| Pt(PPh3)2Cl2 | 15.00 | 11.00 | 8.00 | 9.00 | 2.00 | |
| Pt(PPh3)4 | 3.00 | 3.00 | 3.00 | 0.00 | 0.00 | |
| [RhCl(PPh3)3] | 0.00 | 0.00 | 0.00 | 0.00 | 0.00 | |
| Karstedt | 16.00 | 9.00 | 6.00 | 2.00 | 0.00 | |
| K2PtCl4 | 10.00 | 8.00 | 2.00 | 0.00 | 0.00 | |
| K2PtCl6 | 2.00 | 5.00 | 3.00 | 0.00 | 0.00 | |
| Pt(PPh3)2Cl2 | 35.00 | 27.00 | 20.00 | 14.00 | 11.00 | |
| Pt(PPh3)4 | 30.00 | 25.00 | 19.00 | 8.00 | 0.00 | |
| [RhCl(PPh3)3] | 78.00 | 18.00 | 2.00 | 0.00 | 0.00 | |
| Karstedt | 30.00 | 15.00 | 8.00 | 3.00 | 0.00 | |
1 Yields color code: green >90%; blue 70–90%; orange 50–70%; yellow 30–50%; red 0–30%; [P44414][NTf2] tributyltetradecylphosphonium bis(trifluoromethylsulfonyl)imide; [BuPy][NTf2] 1-butylpyridinium bis(trifluoromethylsulfonyl)imide; [BMMIM][NTf2] 1-butyl-2,3-dimethylimidazolium bis(trifluoromethylsulfonyl)imide; [S222][NTf2] triethylsulfonium bis(trifluoromethylsulfonyl)imide; [AllPy][NTf2] 1-allylpyridinium bis(trifluoromethylsulfonyl)imide; [diAllMIM][NTf2] 1,3-diallyl-2-methylimiidazolium bis(trifluoromethylsulfonyl)imide; [AlldiMIM][NTf2] 1-allyl-2,3-dimethylimidazolium bis(trifluoromethylsulfonyl)imide.