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The development of polyquinane chemistry

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Organic Chemistry

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 79))

Abstract

Although various bicyclo[3.3.0]octane derivatives have been known for several decades, the chemistry of this ring system and the higher polyquinanes has developed particularly rapidly in the last decade. These developments have been stimulated by a wide range of interests and have encompassed a broad spectrum of research chemists. One may now safely claim that polyquinanes are readily available molecules. The more complex members of this class, particularly those endowed with all-cis stereo-chemistry, take on a “sphere-like” topology and conformational rigidity. As sphericality increases, the ability of a molecule to exclude solvation from its inner core is enhanced. Can smaller molecules or atoms be occluded therein? And what about completely enclosed structures such as the pentagonal dodecahedrane? What unique properties will characterize compounds of this type? It is the quest for such information that will propel the field of polyquinane chemistry rapidly forward in the years to come. The increasing complexity of natural products having multiply fused cyclopentanoid rings will generate a comparably high level of chemical investigation in this field.

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    Leo A. Paquette

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Paquette, L.A. (1979). The development of polyquinane chemistry. In: Organic Chemistry. Topics in Current Chemistry, vol 79. Springer, Berlin, Heidelberg. https://doi.org/10.1007/BFb0048476

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