Calix[2]bispyrrolylarenes: New expanded calix[4]pyrroles for fluorometric sensing of anions via extended π-conjugation
Calix[2]bispyrrolylarenes: New expanded calix[4]pyrroles for fluorometric sensing of anions via extended π-conjugation
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Date
2013-01-18
Authors
Chandra, Brijesh
Mahanta, Sanjeev P.
Pati, Narendra N.
Baskaran, Sambath
Kanaparthi, Ravi K.
Sivasankar, Chinnappan
Panda, Pradeepta K.
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Abstract
Two new expanded calix[4]pyrroles 3 and 4 were synthesized by '2 + 2' cyclocoupling of easily prepared diboryldipyrromethane 7 (by Ir-catalyzed CH-bond activation) with appropriate diiodoarenes using the Suzuki protocol. Owing to the unique design, both macrocycles exhibited extended π-conjugation and enhanced fluorescence. Upon complexation with anions (fluoride and acetate), receptor 3 displayed turn-on sensing of fluorescence, whereas 4 showed turn-off sensing. © 2012 American Chemical Society.
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Organic Letters. v.15(2)