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- Title
Ring-Expansion Reactions in the Synthesis of Macrocycles and Medium-Sized Rings.
- Authors
Donald, James R.; Unsworth, William P.
- Abstract
Functionalised macrocycles and medium-sized rings have applications in a number of scientific fields, ranging from medicinal chemistry and supramolecular chemistry, to catalysis and nanotechnology. However, their value in these areas can be undermined by a simple, but important limitation: large ring systems are very often difficult to make. Traditional end-to-end cyclisation reactions of long linear precursors are typically unpredictable and impractical processes, mainly due to unfavourable enthalpic and entropic factors. Most published methods to make large rings focus on minimising the damage inflicted by performing the difficult cyclisation step; in contrast, ring-expansion reactions enable it to be avoided altogether. In this Review article, it is highlighted how 'growing' rings from existing cyclic systems via ring expansion can expedite the efficient, practical and scalable synthesis of macrocycles and medium-sized rings.
- Subjects
MACROCYCLIC compound synthesis; PHARMACEUTICAL chemistry; SUPRAMOLECULAR chemistry; NANOTECHNOLOGY; RING formation (Chemistry)
- Publication
Chemistry - A European Journal, 2017, Vol 23, Issue 37, p8780
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201700467