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Volumn 53, Issue 34, 2014, Pages 8924-8928

Search for a strong, virtually "no-Shift" hydrogen bond: A cage molecule with an exceptional OH⋯F interaction

Author keywords

cage molecules; fluorine; hydrogen bonds; NMR spectroscopy; noncovalent interactions

Indexed keywords

FLUORINE; IONS; MOLECULES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

EID: 84906100992     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201403599     Document Type: Article
Times cited : (36)

References (36)
  • 7
    • 16444370534 scopus 로고    scopus 로고
    • A weak CH⋯O interaction has been identified as having little if any IR shift of the OH stretch. Besides the weakness of the interaction, coupling of C-H resonances makes interpretation difficult.
    • M. M. Nolasco, P. J. A. Ribeiro-Claro, ChemPhysChem 2005, 6, 496-502; A weak CH⋯O interaction has been identified as having little if any IR shift of the OH stretch. Besides the weakness of the interaction, coupling of C-H resonances makes interpretation difficult.
    • (2005) ChemPhysChem , vol.6 , pp. 496-502
    • Nolasco, M.M.1    Ribeiro-Claro, P.J.A.2
  • 8
    • 84859318069 scopus 로고    scopus 로고
    • For a comprehensive discussion on hydrogen bonding to fluorine, see
    • For a comprehensive discussion on hydrogen bonding to fluorine, see:, H. Schneider, Chem. Sci. 2012, 3, 1381-1394
    • (2012) Chem. Sci. , vol.3 , pp. 1381-1394
    • Schneider, H.1
  • 9
    • 42749094731 scopus 로고    scopus 로고
    • Weak CF⋯OH interactions have been shown in dimeric trifluoroethanol formed in a supersonic jet.
    • Weak CF⋯OH interactions have been shown in dimeric trifluoroethanol formed in a supersonic jet:, T. Scharge, D. Luckhaus, M. A. Suhm, Chem. Phys. 2008, 346, 167-175.
    • (2008) Chem. Phys. , vol.346 , pp. 167-175
    • Scharge, T.1    Luckhaus, D.2    Suhm, M.A.3
  • 13
    • 52449099149 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 6707-6711.
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 6707-6711
  • 27
    • 70350015083 scopus 로고    scopus 로고
    • Other OH⋯F interactions have shown through-space couplings of less than 10 Hz. Our observed coupling is approximately an order of magnitude above that.
    • H. Takemura, M. Kaneko, K. Sako, T. Iwanaga, New J. Chem. 2009, 33, 2004-2006. Other OH⋯F interactions have shown through-space couplings of less than 10 Hz. Our observed coupling is approximately an order of magnitude above that.
    • (2009) New J. Chem. , vol.33 , pp. 2004-2006
    • Takemura, H.1    Kaneko, M.2    Sako, K.3    Iwanaga, T.4
  • 30
    • 0003653494 scopus 로고    scopus 로고
    • Desiraju et al. have defined hydrogen bonds as weak, strong, and very strong. The hydrogen bond of in- 1 would seem to qualify as strong:, OUP, Chichester, In- 1 also fits Jeffrey's definition of a moderately strong hydrogen bond (a definition that is also inclusive of most biologically relevant interactions). See
    • Desiraju et al. have defined hydrogen bonds as weak, strong, and very strong. The hydrogen bond of in- 1 would seem to qualify as strong:, G. R. Desiraju, T. Steiner, The Weak Hydrogen Bond in Structural Chemistry and Biology, OUP, Chichester, 1999. In- 1 also fits Jeffrey's definition of a moderately strong hydrogen bond (a definition that is also inclusive of most biologically relevant interactions). See
    • (1999) The Weak Hydrogen Bond in Structural Chemistry and Biology
    • Desiraju, G.R.1    Steiner, T.2
  • 31
    • 0003914038 scopus 로고    scopus 로고
    • Oxford, New York, chap. . Lastly, for a discussion on short, strong hydrogen bonds, see
    • G. A. Jeffrey, An Introduction to Hydrogen Bonding, Oxford, New York, 1997, chap. 2. Lastly, for a discussion on short, strong hydrogen bonds, see
    • (1997) An Introduction to Hydrogen Bonding
    • Jeffrey, G.A.1
  • 36


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.