Dramatic solvent and concentration dependence in the reaction of (anthracen‐9‐yl)methanamines with suitable electron‐deficient acetylenes |
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| Authors: | Jomon P Jacob Reshma Gopalakrishnan Rekha R Mallia Jean John Vadakkan Perupparampil A Unnikrishnan Sreedharan Prathapan |
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| Institution: | Department of Applied Chemistry, Cochin University of Science and Technology, , Cochin, 682 022 Kerala, India |
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| Abstract: | Herein, we describe diverse reactivity of (anthracen‐9‐yl)methanamines with a few electron‐deficient acetylenes. Depending on the solvent and concentration, (anthracen‐9‐yl)methanamines reacted with acetylenes through one electron transfer, two electron transfer, or Diels–Alder pathways; and under certain conditions, we observed multiple reaction pathways. We have proposed plausible mechanisms to account for various reactions observed by us. Copyright © 2014 John Wiley & Sons, Ltd. |
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| Keywords: | competitive reactions dibenzoylacetylene dimethyl acetylenedicarboxylate electron transfer Michael addition |
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