A carbanion induced ring switching synthesis of spiranes: an unprecedented approach

An unique approach to the synthesis of heterocyclic spiranes through ring switching transformation of suitably functionalized 2H-pyran-2-ones, benzo[h]chromene and thiochromeno[4,3-b]pyrans has been developed. The spirane dimer 11d displayed interesting halogen-hydrogenbonding to generate an ellipti...

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Bibliographic Details
Published inRSC advances Vol. 2; no. 24; pp. 9091 - 9099
Main Authors Maurya, Hardesh K., Pratap, Ramendra, Kumar, Abhinav, Kumar, Brijesh, Huch, Volker, Tandon, Vishnu K., Ji Ram, Vishnu
Format Journal Article
LanguageEnglish
Published 01.01.2012
Subjects
Assembly
Barriers
Cations
Dimers
Holes
Switching
Synthesis
Transformations
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Summary:An unique approach to the synthesis of heterocyclic spiranes through ring switching transformation of suitably functionalized 2H-pyran-2-ones, benzo[h]chromene and thiochromeno[4,3-b]pyrans has been developed. The spirane dimer 11d displayed interesting halogen-hydrogenbonding to generate an elliptical cavity and may be relevant to the generation of a host guest assembly for specific cations and also a low helimerization energy barrier of spirane 17a.
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ISSN:2046-2069
2046-2069
DOI:10.1039/c2ra21587j