Concepts and Terminology in Organic Stereochemistry

Contents of Volume 2......Page 11
Junctive/Disjunctive Processes......Page 17
Fundamental Junctive Simplexes......Page 18
Fundamental Junctive/Disjunctive Processes......Page 20
Topological Junctive/Disjunctive Processes......Page 24
Generalized Junctive/Disjunctive Processes......Page 25
Molecularity of Junctive/Disjunctive Processes Molecular Notation [m,n,p]j, [m,n]j and [m]j......Page 29
Junctivity Matrices......Page 35
Net Atom Junctivity (ja), Molecular Junctivity (jm), Process Junctivity (Jfor,Jrev)......Page 37
Valency, Coordination Number and Atom Junctivity......Page 43
"Dentateness" and Atom Junctivity......Page 44
Summary......Page 45
Ligogenic/Ligolytic Processes......Page 47
Ligogenic Simplexes vs. Junctive Simplexes......Page 48
Ligogenic/Ligolytic Processes - Simple vs. Complex......Page 51
Formal Ligogenic Transformations......Page 55
Net Atom Ligogenicity (la), Molecular Ligogenicity ((lm) and Process Ligogenicity (Lfor,Lrev)......Page 56
Summary......Page 59
Morpholytic Selectivity vs. Morphogenic Selectivity......Page 61
Morpholytic Selectivity......Page 62
Morphogenic Selectivity......Page 63
Morpholytic Processes......Page 68
Morpholytic Processes......Page 70
Morphogenic Processes......Page 72
Morpholytic Processes......Page 73
Morphogenic Processes......Page 75
Summary......Page 76
Situselectivity and Bisituselectivity......Page 77
Stereosituselectivity and Nonstereosituselectivity......Page 83
Subclassification of Nucleoselectivity, Ligoselectivity, Facioselectivity and Segmentoselectivity......Page 85
Origin of Situselectivity - Energetics & Transition States......Page 87
Quantitative Designation of Situselectivity......Page 89
Situselectivity and Chirality......Page 91
Summary......Page 93
Stereotopic Molecular Faces h1-h6, e, d1-d4......Page 95
Conjunctive States in Facioselective Processes......Page 97
Modes of Facioselectivity - Facioaselectivity, Faciononselectivity, Stereofacioselectivity......Page 105
Diastereotopic Faces d1-d4......Page 107
Difacioselectivity......Page 112
Summary......Page 116
The Junctive Loop......Page 121
Vectoplexes and the Junctive Loop......Page 122
Monojunctive Vectoplexes......Page 123
Topological Vectoplexes......Page 128
Case of Two Junctive Elements......Page 131
Case of Three Junctive Elements......Page 134
Vectoselectivity and Regioselectivity. Regioselectivity Revisited......Page 139
Vectoselectivity/Regioselectivity vs. Situselectivity......Page 141
Case of Three Junctive Elements......Page 143
Conjunctive States in Vectoselective Processes......Page 146
Homotopic Faces h1-h6......Page 147
Facioselectivity and Vectoselectivity - Reaction Paths - Quartets......Page 149
Difacioselectivity-Vectoselectivity......Page 157
Diastereotopic Faces d1-d4......Page 162
Summary......Page 165
Anguloselectivity......Page 167
(1,1)-Ligogenic Processes......Page 169
(1,2)-Ligogenic Processes......Page 171
Vectoselectivity vs. Anguloselectivity......Page 172
Configurational Cases......Page 174
(1,2)- Ligogenic Processes......Page 176
Enantiotopic Faces e......Page 182
Summary......Page 196
Choosing the Fiducial Group in (1,1)-Ligogenic Processes......Page 197
Known Descriptors of Paired Ligands......Page 199
Known Descriptors of Paired Molecular Faces......Page 201
Proposed Descriptors of Paired Molecular Faces......Page 203
Generalized Approach for Acyclic and Cyclic Systems......Page 205
Monocentric Cases A1-A3......Page 208
Tricentric Cases A8-A10......Page 212
Tetracentric Cases A11 and A12......Page 215
Pentacentric Case C3......Page 218
Hexacentric Case C4......Page 221
References & Notes......Page 227
Index......Page 241
Contents Of Volume 3......Page 257
Stereogenicity and Chirotopicity of sp2 and sp3 Atoms......Page 263
Trivalent sp2 Atom......Page 266
Trivalent sp2 Atom......Page 269
Summary......Page 271
Configurational Changes at sp3, sp2 and sp Carbon......Page 273
Stereogenization and Destereogenization of a Bonded Atom......Page 274
Chirogenization and Dechirogenization of a Bonded Atom......Page 276
Chirostereogenization and Dechirodestereogenization of a Bonded Atom......Page 277
Degree of Stereogenicity (sa) and Degree of Chirotopicity of an Atom (ca)......Page 278
Summary......Page 285
Stereochemical Classification of Organic Transformations. 1. Stereotopoprocesses......Page 287
Stereotopolysis, Stereotopomutation, Stereotopogenesis......Page 289
Nonrotativity and Rotativity......Page 291
Stereoaselectivity, Nonstereoselectivity and Stereoselectivity......Page 293
Stereotopolysis, Rotativity and Stereoselectivity......Page 295
Stereotopomutation, Rotativity and Stereoselectivity......Page 299
Stereotopogenesis, Rotativity and Stereoselectivity......Page 305
Stereotopolysis......Page 309
New Terminology vs. Literature Terminology......Page 313
abC=X......Page 314
ag+C=X......Page 317
adC=Cbc......Page 321
ag+C=Cbc......Page 325
Stereospecificity and Nonstereospecificity......Page 333
One- and Two-Component Systems......Page 339
Three-Component Systems......Page 342
Stereospecificity vs. Stereoselectivity......Page 344
Summary......Page 349
Nonrotative and Rotative Quartet Modes,15 Product Compositions and Composition Description......Page 351
Stereoaselective, Nonstereoselective and Stereoselective Quartet Modes, Product Compositions and Composition Description......Page 353
Stereotopolysis, Stereotopomutation, and Stereotopogenesis in Relation to Quartet Modes, Product Compositions and Composition Description......Page 357
Stereochemical Classification of Organic Transfonnations. 2. Chirotopoprocesses......Page 363
Chirotopolysis, Chirotopomutation, Chirotopogenesis......Page 365
Nonrotativity and Rotativity......Page 367
Stereoaselectivity, Nonstereoselectivity and Stereoselectivity......Page 369
Rotativity and Stereoselectivity......Page 371
Chirotopolysis, Rotativity and Stereoselectivity......Page 373
Chirotopomutation, Rotativity and Stereoselectivity......Page 377
Chirotopogenesis, Rotativity and Stereoselectivity......Page 379
Chirotopogenesis......Page 390
New Terminology vs. Literature Terminology......Page 393
abC=X......Page 396
ag+C=X......Page 399
adC=Cbc......Page 403
ag+C=Cbc......Page 407
Quantitation of Chiroselectivity and Chirospecificity......Page 413
Chiroselectivity vs. Stereoselectivity......Page 418
Chirospecificity vs. Chiroselectivity......Page 420
Stereotopoprocesses vs. Chirotopoprocesses in Relation to Stereotopic Molecular Faces......Page 421
Off-Diagonal Correlations......Page 422
Off-Diagonal Correlations......Page 424
Off-Diagonal Correlations......Page 426
Summary......Page 428
Chirotopolysis, Chirotopomutation, and Chirotopogenesis in Relation to the Quartet Modes, Product Compositions and Composition Description......Page 429
References & Notes......Page 435
Index......Page 439