LEADER 05031nam 22006494a 450 001 9910784534903321 005 20230414144622.0 010 $a1-281-46679-4 010 $a9786611466794 010 $a0-08-049880-9 035 $a(CKB)1000000000384403 035 $a(EBL)348877 035 $a(OCoLC)437213298 035 $a(SSID)ssj0000288014 035 $a(PQKBManifestationID)11227476 035 $a(PQKBTitleCode)TC0000288014 035 $a(PQKBWorkID)10372211 035 $a(PQKB)11532209 035 $a(Au-PeEL)EBL348877 035 $a(CaPaEBR)ebr10235645 035 $a(CaONFJC)MIL146679 035 $z(PPN)182567427 035 $a(PPN)159668182 035 $a(MiAaPQ)EBC348877 035 $a(EXLCZ)991000000000384403 100 $a20010314d2002 uy 0 101 0 $aeng 135 $aur|n|---||||| 181 $ctxt 182 $cc 183 $acr 200 10$aAdvanced organic chemistry $ereaction mechanisms /$fReinhard Bruckner$b[electronic resource] 210 $aSan Diego $cHarcourt/Academic Press$dc2002 215 $a1 online resource (661 p.) 225 1 $aAdvanced organic chemistry series 300 $aDescription based upon print version of record. 311 $a0-12-138110-2 320 $aIncludes bibliographical references and index. 327 $aFront Cover; Advanced Organic Chemistry; Copyright Page; Contents; Foreword; Preface to the English Edition; Preface to the German Edition; Acknowledgments; Chapter 1. Radical Substitution Reactions at the Saturated C Atom; 1.1 Bonding and Preferred Geometries in C Radicals, Carbenium Ions and Carbanions; 1.2 Stability of Radicals; 1.3 Relative Rates of Analogous Radical Reactions; 1.4 Radical Substitution Reactions: Chain Reactions; 1.5 Radical Initiators; 1.6 Radical Chemistry of Alkylmercury(II) Hydrides; 1.7 Radical Halogenation of Hydrocarbons; 1.8 Autoxidations 327 $a1.9 Defunctionalizations via Radical Substitution ReactionsReferences; Chapter 2. Nucleophilic Substitution Reactions at the Saturated C Atom; 2.1 Nucleophiles and Electrophiles; Leaving Groups; 2.2 Good and Poor Nucleophiles; 2.3 Leaving Groups and the Quality of Leaving Groups; 2.4 SN2 Reactions: Kinetic and Stereochemical Analysis-Substituent Effects on Reactivity; 2.5 SN1 Reactions: Kinetic and Stereochemical Analysis; Substituent Effects on Reactivity 327 $a2.6 When Do SN Reactions at Saturated C Atoms Take Place According to the SN1 Mechanism and When Do They Take Place According to the SN2 Mechanism?2.7 Unimolecular SN Reactions That Do Not Take Place via Simple Carbenium Ion Intermediates: Neighboring Group Participation; 2.8 Preparatively Useful SN2 Reactions: Alkylations; References; Chapter 3. Additions to the Olefinic C=C Double Bond; 3.1 The Concept of cis and trans Addition; 3.2 Vocabulary of Stereochemistry and Stereoselective Synthesis I; 3.3 Additions That Take Place Diastereoselectivity as cis Additions 327 $a3.4 Enantioselective cis Additions to C=C Double Bonds3.5 Additions That Take Place Diastereoselectively as trans Additions (Additions via Onium Intermediates); 3.6 Additions That Take Place or Can Take Place without Stereocontrol Depending on the Mechanism; References; Chapter 4. ß-Eliminations; 4.1 Concepts of Elimination Reactions; 4.2 b-Eliminations of H/Het via Cyclic Transition States; 4.3 b-Eliminations of H/Het via Acyclic Transition States: The Mechanistic Alternatives; 4.4 E2 Eliminations of H/Het and the E2/SN2 Competition 327 $a4.5 E1 Elimination of H/Het from Rtert-X and the E1/SN1 Competition4.6 E1cb Eliminations; 4.7 ß-Eliminations of Het1/Het2; References; Chapter 5. Substitution Reactions on Aromatic Compounds; 5.1 Electrophilic Aromatic Substitutions via Wheland Complexes (""Ar-SE Reactions""); 5.2 Ar-SE Reactions via Wheland Complexes: Individual Reactions; 5.3 Electrophilic Substitution Reactions on Metallated Aromatic Compounds; 5.4 Nucleophilic Substitution Reactions in Aryldiazonium Salts; 5.5 Nucleophilic Substitution Reactions via Meisenheimer Complexes 327 $a5.6 Nucleophilic Aromatic Substitution via Arynes, cine Substitution 330 $aA best-selling mechanistic organic chemistry text in Germany, this text's translation into English fills a long-existing need for a modern, thorough and accessible treatment of reaction mechanisms for students of organic chemistry at the advanced undergraduate and graduate level. Knowledge of reaction mechanisms is essential to all applied areas of organic chemistry; this text fulfills that need by presenting the right material at the right level. 410 0$aAdvanced organic chemistry series. 606 $aOrganic reaction mechanisms 615 0$aOrganic reaction mechanisms. 676 $a547/.139 700 $aBruckner$b Reinhard$f1955-$092939 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910784534903321 996 $aAdvanced organic chemistry$979570 997 $aUNINA