Chemical double mutant cycles for the quantification of cooperativity in H-bonded complexes

Journal of the American Chemical Society
Amaya Camara-CamposSimon M Turega

Abstract

Chemical double mutant cycles have been used in conjunction with new H-bonding motifs for the quantification of chelate cooperativity in multiply H-bonded complexes. The double mutant cycle approach specifically deals with the effects of substituents, secondary interactions, and allosteric cooperativity on the free energy contributions from individual H-bond sites and allows dissection of the free energy contribution due to chelate cooperativity associated with the formation of intramolecular noncovalent interactions. Two different doubly H-bonded motifs were investigated in carbon tetrachloride, chloroform, 1,1,2,2-tetrachloroethane, and cyclohexane, and the results were similar in all cases, with effective molarities of 3-33 M for formation of intramolecular H-bonds. This corresponds to a free energy penalty of 3-9 kJ mol(-1) for formation of a bimolecular complex in solution, which is consistent with previous estimates of 6 kJ mol(-1). This result can be used in conjunction with the H-bond parameters, alpha and beta, to make a reasonable estimate of the stability constant for formation of a multiply H-bonded complex between two perfectly complementary partners, or to place an upper limit on the stability constant expected fo...Continue Reading

References

Aug 1, 1971·Proceedings of the National Academy of Sciences of the United States of America·M I Page, W P Jencks
May 12, 2001·The Journal of Organic Chemistry·M H Abraham, J A Platts
Jul 18, 2001·Angewandte Chemie·Christopher A. HunterCristiano Zonta
Apr 18, 2002·Proceedings of the National Academy of Sciences of the United States of America·Christopher A HunterCristiano Zonta
Dec 20, 2002·Chemistry : a European Journal·Fiona J CarverEileen M Seward
Feb 4, 2003·Chemistry : a European Journal·Christopher A HunterSalvador Tomas
Mar 20, 2003·Angewandte Chemie·Emmanuel A MeyerFrançois Diederich
May 24, 2003·Journal of Magnetic Resonance·Martin J PackerChristopher A Hunter
Sep 4, 2003·Journal of the American Chemical Society·Suzanne L Tobey, Eric V Anslyn
Nov 13, 2003·Journal of the American Chemical Society·Laura BaldiniRocco Ungaro
Dec 4, 2003·Chemistry & Biology·Christopher A Hunter, Salvador Tomas
Dec 18, 2003·Journal of the American Chemical Society·Gianfranco Ercolani
Feb 18, 2004·Accounts of Chemical Research·Roberta CacciapagliaLuigi Mandolini
Nov 27, 2004·Organic & Biomolecular Chemistry·Alart MulderDavid N Reinhoudt
Jun 16, 2005·Journal of the American Chemical Society·Scott L CockroftChristopher J Urch
Jul 20, 2005·Chemical Communications : Chem Comm·Christopher A HunterSalvador Tomas
Sep 21, 2005·Accounts of Chemical Research·Jovica D BadjićJ Fraser Stoddart
Feb 24, 2006·Proceedings of the National Academy of Sciences of the United States of America·Amaya Camara-CamposSalvador Tomas
Mar 16, 2006·Dalton Transactions : an International Journal of Inorganic Chemistry·Josef HamacekClaude Piguet
Jul 1, 1981·Proceedings of the National Academy of Sciences of the United States of America·W P Jencks
Nov 30, 2006·Angewandte Chemie·Euan R KayFrancesco Zerbetto
Feb 1, 2007·Chemical Society Reviews·Scott L Cockroft, Christopher A Hunter
Mar 23, 2007·Organic & Biomolecular Chemistry·Scott L CockroftChristopher A Hunter
Apr 7, 2007·Angewandte Chemie·Joanne L CookJeremy G Vinter
Apr 11, 2007·Proceedings of the National Academy of Sciences of the United States of America·Andrew D Hughes, Eric V Anslyn
Dec 10, 2008·Journal of the American Chemical Society·Elena ChekmenevaSimon M Turega
May 6, 2009·Angewandte Chemie·Hans-Jörg Schneider
Aug 8, 2009·Chemical Communications : Chem Comm·Christopher A HunterSimon M Turega
Jul 16, 2001·Angewandte Chemie·Christopher A HunterCristiano Zonta

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Citations

Nov 25, 2011·Journal of the American Chemical Society·Christopher A HunterSimon M Turega
Dec 24, 2011·Journal of the American Chemical Society·Wei JiangChristoph A Schalley
Jan 31, 2013·Journal of the American Chemical Society·Harry AdamsSimon M Turega
Aug 24, 2013·Journal of the American Chemical Society·Hongmei SunSimon Turega
Mar 23, 2011·The Journal of Organic Chemistry·M Cristina MisuracaSimon M Turega
Jan 21, 2014·Organic & Biomolecular Chemistry·Michael A JinksChristopher A Hunter
Dec 4, 2014·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Danijela VojtaMario Vazdar
Feb 4, 2016·Chemical Reviews·A Subha Mahadevi, G Narahari Sastry
Mar 12, 2015·Journal of Chemical Information and Modeling·Christian KramerKlaus R Liedl
May 4, 2016·Chemical Reviews·Frank Biedermann, Hans-Jörg Schneider
Sep 8, 2016·Journal of the American Chemical Society·Hyelee LeeShih-Yuan Liu
Jan 21, 2017·The Journal of Organic Chemistry·Leonardo MaugeriDouglas Philp
May 4, 2017·Journal of the American Chemical Society·Stefan HenkelChristopher A Hunter
Mar 30, 2017·Chemical Society Reviews·Larissa K S von KrbekPall Thordarson
Feb 1, 2015·Chemical Science·Hongmei SunEva Marina Llamas
Mar 31, 2015·Organic & Biomolecular Chemistry·Hongmei SunChristopher A Hunter
Jul 2, 2015·Organic & Biomolecular Chemistry·Hongmei SunChristopher A Hunter
Sep 22, 2010·Chemistry : a European Journal·Muhammad Irfan AshiqJeremy D Kilburn
Jun 11, 2019·Chemical Communications : Chem Comm·F AparicioD González-Rodríguez
May 28, 2015·Chemistry : a European Journal·N Kodiah BeyehKari Rissanen
May 15, 2012·Organic & Biomolecular Chemistry·Elena ChekmenevaSimon M Turega
Dec 23, 2010·Journal of the American Chemical Society·Christopher A HunterSimon M Turega
Apr 26, 2018·Chemical Reviews·Yang LiJinming Gao

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