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Full Description
Rotation about the Carbon-Carbon single bond is generally
regarded to be unrestricted. About 50 years ago, rotational
isomers were found to exhibit optical activity: substituted
biphenyl derivatives. However, the author has investigated
other classes of compounds that have stable rotational
isomers at room temperature. These compounds can serve as
models for studying very weak intermolecular interactions,
that are difficult to observe. Even diastereotopic groups
show different chemical reactivity.
From the contents: The "Free Rotation Concept" - Rotamer
Populations - Barriers to Rotation - Reactivity of
Rotational Isomers.
Contents
1 Introduction.- 1.1 The "Free Rotation" Concept.- 1.2 Recognition of Rotational Isomers.- 1.3 Atropisomers.- 1.4 Isolation of Rotational Isomers.- 1.5 Concepts That Need Modification.- 1.6 References.- 2 Rotamer Populations.- 2.1 Estimation of Rotamer Populations.- 2.2 Factors That Affect Rotamer Populations.- 2.3 Information on Molecular Interactions Obtained from Rotamer Populations.- 2.4 References.- 3 Barriers to Rotation.- 3.1 Estimation of Barriers to Rotation.- 3.2 High Barriers to Rotation in the 9-Arylfluorene Series.- 3.3 High Barriers to Rotation in 9-Substituted Triptycene Series.- 3.4 High Barriers to Rotation in Miscellaneous Compounds.- 3.5 References.- 4 Reactivity of Rotational Isomers.- 4.1 Reactivity of 9-Arylfluorenes.- 4.2 Reactivity of Substituted Triptycenes.- 4.3 References.
