LEADER 05150nam 2200613 450 001 9910830703803321 005 20230421044620.0 010 $a1-281-84274-5 010 $a9786611842741 010 $a3-527-61527-X 010 $a3-527-61526-1 035 $a(CKB)1000000000376623 035 $a(EBL)481589 035 $a(OCoLC)289271507 035 $a(SSID)ssj0000204196 035 $a(PQKBManifestationID)11184611 035 $a(PQKBTitleCode)TC0000204196 035 $a(PQKBWorkID)10187770 035 $a(PQKB)10365838 035 $a(MiAaPQ)EBC481589 035 $a(EXLCZ)991000000000376623 100 $a20160818h19951995 uy 0 101 0 $aeng 135 $aur|n|---||||| 181 $ctxt 182 $cc 183 $acr 200 00$aModern acetylene chemistry /$fedited by P. J. Stang and F. Diederich 210 1$aWeinheim, [Germany] :$cVCH,$d1995. 210 4$dİ1995 215 $a1 online resource (530 p.) 300 $aDescription based upon print version of record. 311 $a3-527-29084-2 320 $aIncludes bibliographical references at the end of each chapters and index. 327 $aModern Acetylene Chemistry; Contents; Foreword; List of Contributors; 1 Modern Computational and Theoretical Aspects of Acetylene Chemist; 1.1 Introduction; 1.2 Electronic structures of acetylene and monoacetylenes; 1.2.1 Ground-state potential energy surfaces; 1.2.2 Excited-state potential energy surfaces; 1.2.3 Radical Ions; 1.3 Reactivities and molecular interactions of acetylenes; 1.3.1 Pericyclic reactions; 1.3.2 Electrophilic reactions; 1.3.3 Nucleophilic additions; 1.3.4 Radical additions; 1.3.5 Molecular complexes; 1.4 Polyacetylenes; 1.4.1 Diacetylene; 1.4.2 Cn and cyclic Cn 327 $a1.4.2.1 C21.4.2.2 C3; 1.4.2.3 C4; 1.4.2.4 C5, C7, and C9; 1.4.2.5 C6, C8 and C10; 1.4.2.6 C11 to C17; 1.4.2.7 C18; 1.5 Conclusion; References; 2 Functionalized Acetylenes in Organic Synthesis - The Case of the 1-Cyano- and the 1-Halogenoacetylenes; 2.1 Introduction; 2.2 Synthesis and preparative use of cyanoacetylenes; 2.2.1 Synthesis; 2.2.2 Preparative use of cyanoacetylenes; 2.2.2.1 A short summary of the older literature; 2.2.2.2 Novel cycloadditions with cyanoacetylenes - simple and efficient methods for the construction of complex carbon frame 327 $a2.2.2.3 Cyanoacetylenes as precursors for reactive and interstellar intermediates2.3 Synthesis and preparative use of 1-halogenoacetylenes; 2.3.1 Older review of the literature on halogenoacetylenes; 2.3.2 Synthesis of 1-halogenoacetylenes; 2.3.2.1 The preparation of the 1-Halogeno- and 1,2-Dihalogenoethynes; 2.3.2.2 More highly unsaturated halogenoacetylenes; 2.3.2.3 Derivatives of 1-halogenoacetylenes; 2.3.3 Novel preparative uses of 1-Halogeno- and 1,2-Dihalogenoacetylenes; 2.4 Experimental procedures; 2.4.1 Cyanoacetylene (1); 2.4.2 Dicyanoacetylene (2); 2.4.3 Dicyanodiacetylene (3) 327 $a2.4.4 Chloroacetylene (93)2.4.5 Dichloroacetylene (100); 2.4.6 Diiodoacetylene (105); References; 3 Alkynyliodonium Salts: Electrophilic Acetylene Equivalents; 3.1 Introduction; 3.2 Preparation and properties; 3.2.1 Alkynyliodonium sulfonates; 3.2.2 Alkynyliodonium tetrafluoroborates; 3.2.3 Heterocyclic alkynyliodonium species; 3.2.4 Mechanism of formation; 3.2.5 Diynyliodonium and dialkynyliodonium triflates; 3.2.6 Bis-iodonium species; 3.2.7 Properties of alkynyliodonium salts; 3.3 Characterization and structure; 3.3.1 Spectroscopic properties; 3.3.2 X-ray and molecular structure 327 $a3.4 Reactions and uses of alkynyliodonium salts3.4.1 Reaction with nucleophiles; 3.4.1.1 Carbon nucleophiles; 3.4.1.2 Nitrogen nucleophiles; 3.4.1.3 Oxygen nucleophiles; 3.4.1.4 Sulfur nucleophiles; 3.4.1.5 Phosphorus nucleophiles; 3.4.1.6 Halogen nucleophiles; 3.4.2 Reaction with organometallic species; 3.4.3 Cycloaddition reactions; 3.4.3.1 [2 + 4]-Diels-Alder cycloadditions; 3.4.3.2 1,3-Dipolar cycloadditions; 3.5 Conclusions; 3.6 Experimental procedures; 3.6.1 (Cyano{[(trifluoromethyl)sulfonyl]oxy)iodo}benzene, 7 327 $a3.6.2 General procedure for the preparation of ?-alkyl- and ?-phenylethynyl(phenyl)iodonium triflates, 10 330 $aThis comprehensive handbook presents the full potential of modern acetylene chemistry, from organic synthesis through materials science to bioorganic chemistry.K. Houk, H. Hopf, P. Stang, K. M. Nicholas, N. Schore, M. Regitz, K. C. Nicolaou, R. Gleiter, L. Scott, R. Grubbs, H. Iwamura, J. Moore, and F. Diederich - internationally renowned authors introduce the reader, in a didactically skilful manner, to the state-of-the-art in alkyne chemistry. Emphasis is placed on presenting carefully selected and instructive examples as well as essential references to the original literature.