Tetrahedron Letters

Donor–acceptor biaryl lactones: pH induced molecular switches with intramolecular charge transfer modulation

EJ Carlson, AMS Riel, BJ Dahl

Index: Carlson, Erik J.; Riel, Asia Marie S.; Dahl, Bart J. Tetrahedron Letters, 2012 , vol. 53, # 46 p. 6245 - 6249,5

Full Text: HTML

Citation Number: 16

Abstract

The physical properties of biaryl-containing compounds are known to be highly dependent on molecular geometry. We report the syntheses and fundamental spectroscopic study of two donor–acceptor biaryl lactone (6H-benzo [c] chromen-6-one) pH-driven switches. These compounds have been determined to rapidly and efficiently switch between two geometric states upon cycling of acidic or basic stimuli. The planar lactone state exhibits enhanced ...

Related Articles:

Combined CH functionalization/CN bond formation route to carbazoles

[Barder, Timothy E.; Walker, Shawn D.; Martinelli, Joseph R.; Buchwald, Stephen L. Journal of the American Chemical Society, 2005 , vol. 127, # 13 p. 4685 - 4696]

The Synthesis of Substituted Benzo [c] chromen??6??ones by a Suzuki Coupling and Lactonization Sequence Using Ionic Liquids–from Laboratory Scale to Multi?? …

[Kemperman, Gerardus J.; Ter Horst; Van De Goor; Roeters; Bergwerff; Van Der Eem; Basten European Journal of Organic Chemistry, 2006 , # 14 p. 3169 - 3174]

General and Practical Carboxyl??Group??Directed Remote C H Oxygenation Reactions of Arenes

[Wang, Yang; Gulevich, Anton V.; Gevorgyan, Vladimir Chemistry - A European Journal, 2013 , vol. 19, # 47 p. 15836 - 15840]

Synthesis of unsymmetrical biaryls by electroreductive cobalt-catalyzed cross-coupling of aryl halides

[Gomes, Paulo; Fillon, Hyacinthe; Gosmini, Corinne; Labbe, Eric; Perichon, Jacques Tetrahedron, 2002 , vol. 58, # 42 p. 8417 - 8424]

General and Practical Carboxyl??Group??Directed Remote C H Oxygenation Reactions of Arenes

[Wang, Yang; Gulevich, Anton V.; Gevorgyan, Vladimir Chemistry - A European Journal, 2013 , vol. 19, # 47 p. 15836 - 15840]

More Articles...