The structure of the strongest Brønsted acid: the carborane acid H(CHB11Cl11)

Journal of the American Chemical Society
Evgenii S StoyanovChristopher A Reed

Abstract

The strongest and most robust carborane acid, H(CHB11Cl11), has a monomeric structure in the gas phase. IR spectra show two nuH-Cl bands at 2357(br) and 2066(br) cm-1 which, together with DFT calculations, indicate the coexistence of at least two isomers. The acidic proton bridges adjacent chlorine atoms with asymmetric Cl-H...Cl hydrogen bonding. The 12,7 isomer is more stable than the 7,8 isomer. These monomers can be condensed into an amorphous solid phase but are metastable. They quickly decay, first to an amorphous dimeric structure, then to a crystalline polymeric phase that has been characterized by X-ray crystallography. In the polymeric structure, the acidic proton bridges chlorine atoms from the 7-11 positions of carborane anions in linear chains. The dimeric phase (nuCl-H...Cl = 1100-2200 cm-1) and polymeric phase (nuasClHCl ca. 1100 cm-1, v broad) have more nearly symmetrical, low-barrier H-bonding. These findings have implications for the dependency of acid strength upon phase.

References

Oct 7, 2004·Angewandte Chemie·Mark JuhaszChristopher A Reed

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Citations

Jul 24, 2013·Accounts of Chemical Research·Christopher A Reed
Sep 10, 2009·Accounts of Chemical Research·Christopher A Reed
Aug 16, 2013·Chemical Reviews·Christos Douvris, Josef Michl
Dec 3, 2011·Journal of the American Chemical Society·Evgenii S StoyanovChristopher A Reed
Nov 23, 2006·Dalton Transactions : an International Journal of Inorganic Chemistry·Gemma L MoxhamAndrew S Weller
Jul 25, 2007·Physical Chemistry Chemical Physics : PCCP·Otilia MóJosé Elguero
Jul 29, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·Pau FarràsMilagros Rey
Dec 15, 2015·Angewandte Chemie·Steven CummingsChristopher A Reed
Jan 26, 2016·Physical Chemistry Chemical Physics : PCCP·Evgenii S Stoyanov, Sergei E Malykhin
Jun 3, 2016·Physical Chemistry Chemical Physics : PCCP·Sławomir J Grabowski
Jul 10, 2008·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Agnes KüttIvo Leito
Apr 4, 2009·Angewandte Chemie·Amy AvelarChristopher A Reed
Jan 12, 2008·Chemical Communications : Chem Comm·Francesc X Llabrés I XamenaHermenegildo García
Dec 13, 2012·Chemistry : a European Journal·René T BoeréTracey L Roemmele
Dec 18, 2013·Angewandte Chemie·Matthew NavaChristopher A Reed
Jun 9, 2016·Journal of Mass Spectrometry : JMS·Stella K BetancourtScott A McLuckey
Aug 10, 2013·Angewandte Chemie·Rodrigo Ramírez-ContrerasOleg V Ozerov
Jan 23, 2021·The Journal of Physical Chemistry. a·Jakub BrzeskiJack Simons
Oct 8, 2009·The Journal of Physical Chemistry. a·Lauri LippingIlmar A Koppel
Sep 12, 2006·Inorganic Chemistry·Pau FarràsVicenç Branchadell
Jan 9, 2009·Inorganic Chemistry·Mark NieuwenhuyzenClara Viñas
Apr 17, 2021·Chemical Reviews·Hendrik F T KlareMartin Oestreich
Jun 29, 2021·ACS Omega·Evgenii S StoyanovIrina V Stoyanova
Dec 17, 2014·The Journal of Physical Chemistry. a·Lauri LippingIlmar A Koppel
Sep 15, 2021·Journal of the American Chemical Society·Hendrik F T Klare, Martin Oestreich
Dec 1, 2006·The Journal of Physical Chemistry. a·Evgenii S Stoyanov, Christopher A Reed
Dec 15, 2006·Chemical Reviews·Stefanie KörbeJosef Michl
Aug 11, 2006·The Journal of Physical Chemistry. a·Janet E Del BeneOtilia Mó
Sep 28, 2021·ACS Omega·Evgenii S StoyanovIrina V Stoyanova

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