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| Title: | Cycloaddition profile of pentafulvenes with 3-oxidopyrylium betaine: Experimental and theoretical investigations. K |
| Authors: | Kuthanapillil, Jinesh M
Nijamudheen, A.
Joseph, Nayana
Prakash, Praveen
Suresh, E
Datta, Ayan
Radhakrishnan, K V |
| Keywords: | Pentafulvenes
3-Oxidopyrylium betaine
Microwave assisted reactions
Cycloaddition
Periselectivity |
| Issue Date: | 13-Sep-2013 |
| Publisher: | elsevier |
| Abstract: | A detailed investigation on the effect of solvent polarity, temperature, and microwave irradiation on
periselectivity in cycloaddition reactions of pentafulvenes with 3-oxidopyrylium betaine is described.
The base catalyzed generation of 3-oxidopyrylium betaine in CHCl3 resulted in the exclusive formation of
[6þ3] adducts. With increase in solvent polarity and temperature, mixtures of [6þ3] and [3þ2] adducts
were formed, where as under microwave irradiation, [3þ2] adducts were formed exclusively. The
experimental results have been rationalized on the basis of theoretical calculations. |
| URI: | http://ir.csmcri.org/handle/123456789/1623 |
| Appears in Collections: | Research Article
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