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The conformational equilibrium of a pH-dependent switch based on an intramolecularly H-bonded diphenylacetylene can be predictably biased by using electron-donating or -withdrawing groups. Furthermore, protonation of the electron-donating dimethylamino group converts it into an electron-withdrawing dimethylammonium cation with a concomitant switch in conformation. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Citation

Ian M Jones, Hannah Lingard, Andrew D Hamilton. pH-dependent conformational switching in 2,6-benzamidodiphenylacetylenes. Angewandte Chemie (International ed. in English). 2011 Dec 23;50(52):12569-71

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PMID: 22173825

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