1993
DOI: 10.1021/jo00075a011
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Catalytic activity of various salts in the reaction of 2,3-epoxypropyl phenyl ether and carbon dioxide under atmospheric pressure

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Cited by 439 publications
(283 citation statements)
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“…It has been well documented that the nature of the halide counter anion can play a crucial role in such ammonium salt catalyzed CO 2 -incorporation reactions [48,49] and we thus tested Cl and I-containing polymers A-F for this study. Our investigations started by using simple styrene oxide 1a (R = Ph, Scheme 1) as the epoxide component and carrying out the CO 2 fixation under solvent free conditions with an atmospheric pressure of CO 2 (by using a simple balloon) ( Table 1).…”
Section: Resultsmentioning
confidence: 99%
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“…It has been well documented that the nature of the halide counter anion can play a crucial role in such ammonium salt catalyzed CO 2 -incorporation reactions [48,49] and we thus tested Cl and I-containing polymers A-F for this study. Our investigations started by using simple styrene oxide 1a (R = Ph, Scheme 1) as the epoxide component and carrying out the CO 2 fixation under solvent free conditions with an atmospheric pressure of CO 2 (by using a simple balloon) ( Table 1).…”
Section: Resultsmentioning
confidence: 99%
“…C 1,4 and D 1,4 ) performed less satisfactory when using the iodides instead Scheme 1 Cationic polymers A-F used as catalysts for the CO 2 fixation of epoxides 1 (entries 21,22). According to mechanistic studies by others [48,49], the nucleophilic counter anion plays a crucial role in the initial epoxide opening. The results obtained in our experiments may thus be rationalized by different halidebinding affinities of the different polymers.…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…avoiding the usage of phosgene and having only water as by-product). A large number of catalysts for the cycloaddition of CO 2 to epoxides have been proposed, ranging from heterogeneous catalysts (such as alkali metal salts 11,12 , organo-phosphorus compounds 13 , metal oxides 14,15 , covalent organic framework (COF) functionalized with triazine 16 ) to homogeneous catalysts (such as chromium complex in dichloromethane, isolated zinc complexes 17,18 and ionic liquids in scCO 2 [19][20][21] . Despite their high efficiency, homogeneous catalysts present the known disadvantages of difficult product separation and catalyst recycling.…”
Section: Introductionmentioning
confidence: 99%
“…Five-membered cyclic carbonates can be synthesized from oxiranes and carbon dioxide under mild conditions [14] and even stereospecifically via retention of the configuration of epoxides [15]. Recently some papers have reported that fivemembered cyclic carbonates can react with amines efficiently to afford the corresponding hydroxyurethanes [16][17].…”
Section: Introductionmentioning
confidence: 99%