Nomenclature for Rotaxanes and Pseudorotaxanes (IUPAC Recommendations 2008)
Nomenclature for Rotaxanes and Pseudorotaxanes (IUPAC Recommendations 2008)
Andrey Yerin, Edward S. Wilks, Gerard P. Moss, and Akira Harada
Pure and Applied Chemistry, 2008
Vol. 80, No. 9, pp. 2041–2068
doi:10.1351/pac200880092041
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| A Type 2.2 [4]pseudorotaxane with symmetrical components. Isomers are not possible. |
Rotaxanes were first represented pictorially in 1958 as in situ intermediates in the synthesis of [2]catenanes. Rotaxanes were proposed as a new type of species (though not referred to as pseudorotaxanes or rotaxanes) in 1961, and shown to exist in 1967. However, it was not until 1971 that Schill introduced a nomenclature system for rotaxanes. In 2000, Vögtle and coworkers proposed a generic nomenclature system in which Schill’s description was extended to include information about mechanical or covalent linkages within the components of the rotaxane to distinguish between intermolecular and intramolecular rotaxanes. Nevertheless, the proposed nomenclature cannot unambiguously describe the whole range of rotaxane structures reported in the literature.
This article specifies a systematic nomenclature for rotaxanes that includes the description of structure, composition, and isomerism of rotaxanes. This article discusses only rotaxanes in which none of the components is macromolecular, but the naming principles specified also can be used to name macromolecular rotaxanes. Specific recommendations for naming rotaxanes with at least one polymeric component will be published in a separate document.
Because the structures of rotaxanes are often large, in most cases throughout this article schematic presentations of rotaxanes and their components are used. Full chemical structures of rotaxanes and their systematic names are given.
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Articles in the same Issue
- Masthead
- From the Editor
- Contents
- Membership in IUPAC
- Making Modernity at the Chemical Heritage Foundation
- Pure and Applied Chemistry at Your Fingertips
- Reflections on 40 Years of Involvement
- Libby and the Nuclear Hourglass
- CHEMRAWN VII Prize for Atmospheric and Green Chemistry
- Inviting Young Chemists to the 42nd IUPAC Congress in Glasgow
- XML Gold Book–2.0 release
- Revision of the Silver Book
- A Glossary of Concepts and Terms in Chemometrics
- Options for IUPAC Engagement in SAICM Implementation
- Provisional Recommendations
- Recommendations on Measurement and Analysis of Results Obtained on Biological Substances Using Isothermal Titration Calorimetry (IUPAC Technical Report)
- Nomenclature for Rotaxanes and Pseudorotaxanes (IUPAC Recommendations 2008)
- Solubility Data Series
- Self-Healing Materials: An Alternative Approach to 20 Centuries of Materials Science
- International Vocabulary of Metrology–Basic and General Concepts and Associated Terms
- Systematic Nomenclature of Organic, Organometallic and Coordination Chemistry
- Mycotoxins and Phycotoxins: Proceedings of the XIIth International IUPAC Symposium
- The Chemistry of the 21st Century–State of the Art
- Polymers at the Frontiers of Science and Technology
- Solid State Chemistry
- Carbohydrates
- Organic Synthesis
- World Water Forum
- World Forum on Advanced Materials
- Thermophysical Properties
- Functional Molecules from Natural Sources
- Mark Your Calendar
- Index for 2008
