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Sterically encumbered regioselective cycloaddition of a calixarene derived bis(spirodienone) with 1,2-benzoquinones |
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| Authors: | R. Luxmi Varma V.B. Ganga C.H. Suresh |
| Affiliation: | a Organic Chemistry Section, Chemical Sciences Division, Regional Research Laboratory (CSIR), Trivandrum 695 019, India b Computer Simulation and Modelling Section, Regional Research Laboratory (CSIR), Trivandrum 695 019, India c Analytical Science Discipline, Central Salt and Marine Chemicals Research Institute, Bhavnagar 364 002, India |
| Abstract: | A calix[4]arene derived bis(spirodienone) acts as the 2π component in a cycloaddition reaction with two molecules of 3,5-di-tert-butyl-1,2-benzoquinone in the [2+4] manner leading to macrocycles with a benzodioxin moiety. A theoretical rationalization of the results suggested a sterically encumbered regioselective pathway, which gives sterically crowded products. |
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