LEADER 05290nam 22006254a 450 001 9910877880603321 005 20200520144314.0 010 $a1-280-74856-7 010 $a9786610748563 010 $a0-470-98877-0 010 $a1-4051-7245-2 035 $a(CKB)1000000000341851 035 $a(EBL)284283 035 $a(OCoLC)170967888 035 $a(SSID)ssj0000165646 035 $a(PQKBManifestationID)11161136 035 $a(PQKBTitleCode)TC0000165646 035 $a(PQKBWorkID)10143135 035 $a(PQKB)10845640 035 $a(MiAaPQ)EBC284283 035 $a(EXLCZ)991000000000341851 100 $a20050204d2005 uy 0 101 0 $aeng 135 $aur|n|---||||| 181 $ctxt 182 $cc 183 $acr 200 00$aGreen reaction media in organic synthesis /$fedited by Koichi Mikami 210 $aAmes, Iowa $cBlackwell Pub.$d2005 215 $a1 online resource (202 p.) 300 $aDescription based upon print version of record. 311 $a1-4051-3402-X 320 $aIncludes bibliographical references (p. 178-182) and index. 327 $aGreen Reaction Media in Organic Synthesis; Contents; Contributors; Preface; 1 Introduction; 1.1 Green reaction media; 1.2 Ionic liquids; 1.3 Fluorous media; 1.4 Supercritical carbon dioxide; References; 2 Ionic liquids; 2.1 Historical background and synthesis; 2.1.1 Historical background; 2.1.2 Synthesis; 2.1.2.1 Preparation of imidazolium halides; 2.1.2.2 Anion metathesis; 2.1.2.3 Functionalized imidazolium ionic liquids; 2.1.2.4 Other types of ionic liquid; 2.1.2.5 Purification; 2.2 Physical properties; 2.2.1 Melting point; 2.2.2 Thermal stability; 2.2.3 Polarity; 2.2.4 Solubility 327 $a2.2.5 Viscosity2.2.6 Acidity; 2.2.7 Chirality; 2.2.8 Toxicity and environmental issues; 2.3 Applications as reaction media; 2.3.1 Hydroformylation; 2.3.2 Hydrogenation; 2.3.3 The Friedel-Crafts reaction; 2.3.4 Epoxidation; 2.3.5 Palladium-catalyzed C-C bond formation; 2.3.5.1 The Mizoroki-Heck reaction; 2.3.5.2 The Suzuki-Miyaura cross-coupling reaction; 2.3.5.3 Other palladium-catalyzed cross-coupling reactions; 2.3.6 The Diels-Alder reaction; 2.3.7 Biocatalysis in ionic liquids; 2.4 The future of ionic liquids; 2.5 Experimental part; 2.5.1 Preparation of [bmim][Cl] 327 $a2.5.2 Preparation of [bmim][PF6]2.5.3 Preparation of a chiral imidazolium ionic liquid; 2.5.4 Enantioselective hydrogenation of methyl acetoacetate; 2.5.5 Epoxidation of 2,2-dimethylchromene; 2.5.6 Mizoroki-Heck reaction between butyl acrylate and iodobenzene under microwave irradiation; 2.5.7 Diphenylacetylene by the Sonogashira coupling reaction; References; 3 Fluorous solvents; 3.1 Historical background; 3.2 Physical properties; 3.2.1 Key design elements in fluorous/organic liquid biphasic reactions; 3.2.2 Commercial availability; 3.2.3 Polarity; 3.2.4 Solute solubilities 327 $a3.2.5 Fluorous solvent miscibilities3.2.6 Partition coefficients and fluorophilicities; 3.2.7 Toxicity and environmental issues; 3.3 Applications as reaction media; 3.3.1 Fluorous catalysts for fluorous biphasic systems; 3.3.1.1 Hydroformylation; 3.3.1.2 Hydrogenation; 3.3.1.3 Catalytic hydroboration and hydrosilylation; 3.3.1.4 Catalytic oxidation reactions; 3.3.1.5 Coupling reactions; 3.3.1.6 Fluorous acid and base catalysts; 3.3.2 Enantioselective catalysts for fluorous biphasic systems; 3.3.2.1 Reduction; 3.3.2.2 Epoxidation; 3.3.2.3 Protonation 327 $a3.3.2.4 Et2Zn or Et3Al addition to aldehydes3.3.3 Heavy fluorous reagents; 3.3.3.1 Fluorous tin hydrides; 3.3.3.2 The Stille coupling reaction; 3.3.3.3 Radical carbonylation reaction; 3.3.3.4 Fluorous tin azide; 3.3.3.5 Fluorous sulfide and sulfoxide; 3.3.3.6 Other fluorous reagents; 3.3.4 Heavy fluorous protecting groups; 3.3.4.1 Trifluoroalkylsilyl protecting group; 3.3.4.2 Fluorous alcohol protective group; 3.3.4.3 Fluorous carboxylic acid protecting group; 3.4 Light fluorous compounds and fluorous silica gel; 3.4.1 Heavy and light fluorous molecules and separation strategy 327 $a3.4.2 Solid-phase extractions with fluorous silica gel 330 $aGreen, sustainable chemistry involves the designing of chemical processes with a view to reducing or even eliminating the use and production of hazardous materials. Recent endeavors have focused on limiting the use of organic solvents and replacing them with new, environmentally benign media. The chemical industry is interested in these cost-effective, alternative solvents and processes.This book provides a broad overview of the three most commonly used green reaction media. Directed at synthetic organic chemists working in academic and industrial laboratories, it will also ser 606 $aSolvents$xEnvironmental aspects 606 $aOrganic compounds$xSynthesis$xEnvironmental aspects 606 $aGreen products 615 0$aSolvents$xEnvironmental aspects. 615 0$aOrganic compounds$xSynthesis$xEnvironmental aspects. 615 0$aGreen products. 676 $a660/.2844 701 $aMikami$b Koichi$0924240 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910877880603321 996 $aGreen reaction media in organic synthesis$92107733 997 $aUNINA