Organic Synthesis, Reactions and Mechanisms by David Ginsburg (auth.)

By David Ginsburg (auth.)

Content material: Of propellanes - and of spirans / D. Ginsburg -- a brand new remedy of chemical reactivity / J. Gasteiger ... [et al.] -- Transition-metal catalyzed decomposition of aliphatic diazo compounds - new effects and purposes in natural synthesis / G. Maas

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Example text

We call this value the residual electronegativity, since it reflects the remaining potential of the atom to attract further electron density • 49~. In this sense, the residual electronegativity constitutes the property for which electronegativity was conceived: "the power of an atom in a molecule to attract electrons to itself''5°~. However, a dependence on molecular environment is now explicitly incorporated into the electronegativity values. 2 Inductive Effect The nature of the inductive effect has been the subject of much controversy.

With continuing program development the evaluation process will become increasingly better and more selective, thus discarding poor reactions and offering only a few, realistic, good reactions. There is convergence in this development. A system for synthesis design working with a database of reactions will initially contain only a few reactions and thus produce only a few alternatives. Thus, evaluation and selection are not very important. However, as the size of the database is expanded, more and more alternatives will be obtained for a given target structure.

Beyond that, an electronegativity value can be obtained for each atom from the charge value through Eq. 3. This electronegativity value is not only characteristic of the atom type, but also of the molecular environment into which the atom is embedded. We call this value the residual electronegativity, since it reflects the remaining potential of the atom to attract further electron density • 49~. In this sense, the residual electronegativity constitutes the property for which electronegativity was conceived: "the power of an atom in a molecule to attract electrons to itself''5°~.

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