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Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Anthriporphyrinoids: Design, Synthesis, and Reactivity towards Diels-Alder Reaction
Bharti Yadav1, Mangalampalli Ravikanth1
1Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, India.
Abstract:
A series of non-aromatic anthripentaphyrins containing an anthracene unit, two thiophenes, and two pyrrole rings as a part of a macrocyclic framework connected via three meso-carbons were synthesized. The crystal structure of one of the anthripentaphyrins revealed that the two thiophene rings were in an inverted orientation, and the macrocycle adopts a nonplanar Z-like ruffled structure. These anthriporphyrinoids act as dienes and undergo Diels-Alder reaction with dienophiles to form stable non-aromatic Diels-Alder adducts.
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