Introduction to StereochemistryThree-part introductory text reviews molecular architecture, relating empirical bonding geometries to hybridization of central carbon atom; classifies stereoisomers according to symmetry properties and to nature of their barriers; and explores conceptual basis of asymmetric syntheses and kinetic resolutions. Exercises with answers. 1965 edition. |
Contents
STRUCTURE AND SYMMETRY | 1 |
Bonding Geometries in Carbon Compounds | 6 |
Bonding Orbitals in Carbon Compounds | 13 |
Reflection SymmetryPoint Groups | 23 |
Molecular Deformations and Strain Energies | 33 |
Molecular Models | 42 |
Exercises | 46 |
STEREOISOMERISM | 50 |
Torsional Stereoisomerism in the Presence of Asymmetric Atoms | 97 |
Macromolecules | 102 |
Topological Isomerism | 110 |
Exercises | 111 |
SEPARATION AND CONFIGURATION OF STEREOISOMERS | 119 |
Optical Activation | 120 |
Asymmetric Synthesis and Kinetic Resolution | 122 |
Absolute Configuration | 141 |
Optical Activity | 54 |
Diastereomers and Racemic Forms | 67 |
Torsional Stereoisomerism | 70 |
Stereoisomerism Resulting from Asymmetric Atoms Designation of Configuration at Asymmetric Atoms | 86 |
Configurational Correlations by Chemical Methods | 143 |
Configurational Correlations by Physical Methods | 149 |
Exercises | 161 |
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Common terms and phrases
absolute configuration anhydride AO's asymmetric atoms asymmetric carbon atoms asymmetric synthesis atrolactic acid axis bent bonds biphenyl bond angles bond lengths C₁ central carbon CH CH CH.OH CH₁ CH₂ chemical CHEMISTRY chirality chloride chromophore compounds Configurational Correlations conformation COOBU(R COOCH COOH COOH COOH COOH coordination number corresponding Cotton effect crystal cyclohexane cylindrical diastereomeric diastereomers dl-pairs double bond electron enantiomeric forms enantiomers energy equilibrium ethylene example Formula geometry H CH H COOH H H H helix hybridization hydrogen identical illustrated interconversion internuclear line isomerism kcal/mole ketones kinetic resolution ligands meso-form methanolysis methyl metric mirror image mixture molecular models molecule nonbonded interactions nondissymmetric nuclei o-bond octant optical rotation optically active orbital plane point groups polymers protons racemic reaction type reactions of type reflection symmetry relationship shown in Figure single bond solution stereochemical stereochemistry stereoisomers structural substituents tiomers tion torsional transition type 2b wave length whereas