Synthon Model of Organic Chemistry and Synthesis Design

ISBN-13: 9783540509325 / Angielski / Miękka / 1989 / 207 str.

Jaroslav Koca; Milan Kratochvil; Vladimir Kvasnicka

Opis

One of the most interesting fields of mathematically oriented chemical research is the so-called computer-assisted organic synthesis design. These lecture notes elaborate the mathematical model of organic chemistry, which offers formal concepts for unambiguous description of computer algorithms for organic synthesis design including retrosynthesis and reaction mechanisms. All definitions and theorems are supplemented by many illustrative examples. The model is closely related to the course of thinking of organic chemists. These notes will be useful for all theoretically oriented organic chemists who are interested in mathematical modelling of organic chemistry and computer-assisted organic synthesis design.

Spis treści

1. Introduction.- References.- 2. The Molecular Graphs.- 2.1 Basic Concepts.- 2.2 Chemical Distance.- 2.3 Reaction Graphs.- 2.4 Reaction Distance.- 2.4.1 Illustrative Example.- 2.4.2 Bilateral Approach for Evaluation of Reaction Distances.- 2.4.3 Construction of Precursors and Successors of a Graph.- References.- 3. S-Graphs and Synthons.- 3.1 Basic Concepts.- 3.2 Chemical Distance.- 3.3 Reaction Graphs.- 3.4 Reaction Distance.- 3.5 Stable S-Graphs.- References.- 4. The Applied Synthon Model.- 4.1 The Matrix Model of the Synthon.- 4.2 The Graph Model of the Synthon.- 4.3 One-Atom Synthons — Valence States of Atoms.- References.- 5. Mathematical Model of Synthon Reactions.- 5.1 Isomerism of Synthons.- 5.2 The Matrix Model of Synthon Reactions.- 5.3 The Graph Model of Synthon Reactions.- 5.3.1 The Internal SR-Graph.- 5.3.2 The External SR-Graph.- 5.3.3 Construction of SR-Graphs.- 5.4 Elementary Electron Processes and Isomerisation of Synthons.- 5.5 The Reaction Distance.- 5.5.1 The Graph of Reaction Distances.- 5.5.2 The Chemical Interpretation of Reaction Distance.- 5.6 The Synthon Model and Reaction Mechanisms.- References.- 6. The Synthon Model and Organic Synthesis.- 6.1 Solution of the Precursor-Successor Problem in Computer Programs for Organic Synthesis Design.- 6.2 Deductive Prediction of SPS by the Synthon Model.- 6.2.1 Definition of SPS.- 6.2.2 The Concept of Stabilization and Construction of S (S(A/X)).- 6.2.3 Reduced Set of SPS and Order of SPS.- 6.3 The Synthon Model and Construction of the Tree of Synthesis/Retrosynthesis.- References.- 7. Conclusion.- 8. Index.