LEADER 05249nam 2200649Ia 450 001 9910827565403321 005 20240516113426.0 010 $a3-527-64195-5 010 $a1-283-86988-8 010 $a3-527-64196-3 010 $a3-527-64194-7 035 $a(CKB)3280000000000390 035 $a(EBL)843679 035 $a(OCoLC)797919442 035 $a(SSID)ssj0000622301 035 $a(PQKBManifestationID)11388576 035 $a(PQKBTitleCode)TC0000622301 035 $a(PQKBWorkID)10642080 035 $a(PQKB)11183637 035 $a(MiAaPQ)EBC843679 035 $a(Au-PeEL)EBL843679 035 $a(CaPaEBR)ebr10577669 035 $a(CaONFJC)MIL418238 035 $a(EXLCZ)993280000000000390 100 $a20110819d2012 uy 0 101 0 $aeng 135 $aurcn||||||||| 181 $ctxt 182 $cc 183 $acr 200 00$aOrganoselenium chemistry $esynthesis and reactions /$fedited by Thomas Wirth 205 $a1st ed. 210 $aWeinheim $cWiley-VCH$dc2012 215 $a1 online resource (464 p.) 300 $aDescription based upon print version of record. 311 $a3-527-32944-7 320 $aIncludes bibliographical references and index. 327 $aOrganoselenium Chemistry: Synthesis and Reactions; Contents; Preface; List of Contributors; 1: Electrophilic Selenium; 1.1 General Introduction; 1.1.1 Synthesis of Electrophilic Selenium Reagents; 1.1.2 Reactivity and Properties; 1.2 Addition Reactions to Double Bonds; 1.2.1 Addition Reaction Involving Oxygen-Centered Nucleophiles; 1.2.2 Addition Reaction Involving Nitrogen-Centered Nucleophiles; 1.2.3 Addition Reactions Involving Carbon-Centered Nucleophiles; 1.2.4 Addition Reaction Involving Chiral Nucleophiles or Chiral Substrates; 1.3 Selenocyclizations; 1.3.1 Oxygen Nucleophiles 327 $a1.3.2 Nitrogen Nucleophiles1.3.3 Competition between Oxygen and Nitrogen Nucleophiles; 1.3.4 Carbon Nucleophiles; 1.3.5 Double Cyclization Reactions; References; 2: Nucleophilic Selenium; 2.1 Introduction; 2.1.1 Development of Nucleophilic Selenium Reagents; 2.1.2 Examples of Recent Applications; 2.2 Properties of Selenols and Selenolates; 2.2.1 Electronegativity of Selenium; 2.2.2 Tautomerism of Selenols; 2.2.3 Nucleophilicity of Selenolates; 2.3 Inorganic Nucleophilic Selenium Reagents; 2.3.1 Conventional Reagents; 2.3.2 New Reagents; 2.4 Organic Nucleophilic Selenium Reagents 327 $a2.4.1 Preparation 2.4.2 Structure; 2.4.3 Ammonium Selenolates (NH4+); 2.4.4 Selenolates of Group 1 Elements (Li, Na, K, and Cs); 2.4.5 Selenolates of Group 2 Elements (Mg, Ca, and Ba); 2.4.6 Selenolates of Group 3 Elements (Sm, Ce, Pr, Nb, and U); 2.4.7 Selenolates of Group 4 Elements (Ti, Zr, and Hf); 2.4.8 Selenolates of Group 5 Elements (V, Nb, and Ta); 2.4.9 Selenolates of Group 6 Elements (Mo and W); 2.4.10 Selenolates of Group 7 Elements (Mn and Re); 2.4.11 Selenolates of Group 8 Elements (Fe, Ru, and Os); 2.4.12 Selenolates of Group 9 Elements (Co, Rh, and Ir) 327 $a2.4.13 Selenolates of Group 10 Elements (Ni, Pd, and Pt)2.4.14 Selenolates of Group 11 Elements (Cu, Ag, and Au); 2.4.15 Selenolates of Group 12 Elements (Zn, Cd, and Hg); 2.4.16 Selenolates of Group 13 Elements (B, Al, Ga, and In); 2.4.17 Selenolates of Group 14 Elements (Si, Ge, Sn, and Pb); 2.4.18 Selenolates of Group 15 Elements (P, As, Sb, and Bi); References; 3: Selenium Compounds in Radical Reactions; 3.1 Homolytic Substitution at Selenium to Generate Radical Precursors; 3.1.1 Bimolecular SH2 Reactions: Synthetic Considerations; 3.1.1.1 Radical Reagents 327 $a3.1.2 Alkyl Radicals from Selenide Precursors 3.1.3 Acyl Radicals from Acyl Selenide Precursors; 3.1.4 Imidoyl Radicals from Imidoyl Selenides; 3.1.5 Other Radicals from Selenide Precursors; 3.2 Selenide Building Blocks; 3.3 Solid-Phase Synthesis; 3.4 Selenide Precursors in Radical Domino Reactions; 3.5 Homolytic Substitution at Selenium for the Synthesis of Se-Containing Products; 3.5.1 Intermolecular SH2 onto Se; 3.5.2 Intramolecular SH2: Cyclization onto Se; 3.6 Seleno Group Transfer onto Alkenes and Alkynes; 3.6.1 Seleno-Selenation; 3.6.2 Seleno-Sulfonation; 3.6.3 Seleno-Alkylation 327 $a3.7 PhSeH in Radical Reactions 330 $aSelenium-based methods in synthetic chemistry have developed rapidly over the past years and are now offering highly useful tools for organic synthesis. Filling the gap for a comprehensive handbook and ready reference, this book covers all modern developments within the field, including biochemical aspects. The chemistry chapters are organized according to the different reactivities of various selenium compounds and reagents, with each chapter dealing with a special reaction type. Also includes a table with 77Se NMR shifts to aid in practical problems.From the Contents 606 $aOrganoselenium compounds 606 $aSelenium compounds 615 0$aOrganoselenium compounds. 615 0$aSelenium compounds. 676 $a547.05724 701 $aWirth$b Thomas$f1964-$01630856 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910827565403321 996 $aOrganoselenium chemistry$94088107 997 $aUNINA