메뉴 건너뛰기




Volumn 50, Issue 10, 2011, Pages 2401-2404

In-flight epimerization of a bis-Tröger base

Author keywords

Aggregation; Epimerization; Ion mobility mass spectrometry; Sodium complexes; Tr ger bases

Indexed keywords

AGGREGATION; ANTI ISOMERS; DIELS-ALDER; EPIMERIZATION; ION-MOBILITY MASS SPECTROMETRY; ION-MOBILITY MEASUREMENTS; PROTONATED; RING OPENING;

EID: 79952058894     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201007162     Document Type: Article
Times cited : (45)

References (41)
  • 4
    • 0000492237 scopus 로고
    • a) B. G. Bag, Curr. Sci. 1995, 68, 279-288;
    • (1995) Curr. Sci. , vol.68 , pp. 279-288
    • Bag, B.G.1
  • 9
    • 79952047102 scopus 로고    scopus 로고
    • According to the IUPAC definition, the interconversion of the two enantiomers is not a true epimerization because two stereocenters change configuration, see
    • According to the IUPAC definition, the interconversion of the two enantiomers is not a true epimerization because two stereocenters change configuration, see: http://goldbook.iupac.org/E02167.html.
  • 20
    • 79952061815 scopus 로고    scopus 로고
    • note
    • 2 at about 2 mbar) serves as the stationary phase and provides a resistance against forward transport. For two isobaric ions of different shape ("potato and cigar"), the more compact one interacts less with the buffer gas and thus reaches the detector before the more extended ion of identical mass.
  • 21
    • 79952047054 scopus 로고    scopus 로고
    • note
    • The experiments were performed with a SYNAPT G2 ion-mobility mass spectrometer (Waters, Manchester, UK). In brief, the instrument has an ESI source from which the ions are extracted towards a quadrupole mass filter (Q) for parent-ion selection. In the ion-mobility mode, the ions are first collected in an argon-filled linear ion trap (Trap) and then admitted in pulses through a helium cooling cell into the ion-mobility unit (IM) in which nitrogen is present at an approximate pressure of 2 mbar. Next, the ions pass a transfer cell (Trans) and enter the source region of a reflectron time-of-flight (TOF) mass spectrometer, which continuously records mass spectra with a mass resolution (m/Δm) of approximately 25000.
  • 22
    • 39149137577 scopus 로고    scopus 로고
    • For recent reviews of ion-mobility measurements of gaseous ions, see: a
    • For recent reviews of ion-mobility measurements of gaseous ions, see: a) A. B. Kanu, P. Dwivedi, M. Tam, L. Matz, H. H. Hill, Jr., J. Mass Spectrom. 2007, 43, 1-22;
    • (2007) J. Mass Spectrom. , vol.43 , pp. 1-22
    • Kanu, A.B.1    Dwivedi, P.2    Tam, M.3    Matz, L.4    Hill Jr., H.H.5
  • 25
    • 33845524655 scopus 로고    scopus 로고
    • Aside from gravity, our IM-MS setup does not have any element of asymmetry. Thus, enantiomeric ions cannot be distinguished from each other. Such a separation can be achieved by addition of chiral dopants to the mobility unit, see
    • Aside from gravity, our IM-MS setup does not have any element of asymmetry. Thus, enantiomeric ions cannot be distinguished from each other. Such a separation can be achieved by addition of chiral dopants to the mobility unit, see: P. Dwivedi, C. Wu, L. M. Matz, B. H. Clowers, W. F. Siems, H. H. Hill, Jr., Anal. Chem. 2006, 78, 8200-8206.
    • (2006) Anal. Chem. , vol.78 , pp. 8200-8206
    • Dwivedi, P.1    Wu, C.2    Matz, L.M.3    Clowers, B.H.4    Siems, W.F.5    Hill Jr., H.H.6
  • 26
  • 27
    • 33846811132 scopus 로고    scopus 로고
    • The arrival times in the SYNAPT G2 very much depend on the adjustments of the pressures and the voltage settings and can only be compared relative to each other. Also see
    • The arrival times in the SYNAPT G2 very much depend on the adjustments of the pressures and the voltage settings and can only be compared relative to each other. Also see: S. D. Pringle, K. Giles, J. L. Wildgoose, J. P. Williams, S. E. Slade, K. Thalassinos, R. H. Baterman, M. T. Bowers, J. H. Scrivens, Int. J. Mass Spectrom. 2007, 261, 1-12.
    • (2007) Int. J. Mass Spectrom. , vol.261 , pp. 1-12
    • Pringle, S.D.1    Giles, K.2    Wildgoose, J.L.3    Williams, J.P.4    Slade, S.E.5    Thalassinos, K.6    Baterman, R.H.7    Bowers, M.T.8    Scrivens, J.H.9
  • 29
  • 30
    • 0041317054 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2003, 42, 3871-3894.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 3871-3894
  • 34
    • 79952054817 scopus 로고    scopus 로고
    • note
    • Other types of ESI sources do not apply a cone voltage, but most ESI sources have a device with a similar function to modify the ionization conditions.
  • 36
    • 79952047819 scopus 로고    scopus 로고
    • note
    • i stands for the corresponding ion abundances. The difference between the two compounds is small but was observed reproducibly at five different collision energies.
  • 37
    • 43049141516 scopus 로고    scopus 로고
    • The calculations were performed using the M06-2X density functional in conjunction with 6-311++G(2df,2pd) basis sets. Energies refer to 0 K and include zero-point vibrational energy
    • The calculations were performed using the M06-2X density functional (Y. Zhao, D. G. Truhlar, Theor. Chem. Acc. 2008, 120, 215-241) in conjunction with 6-311++G(2df,2pd) basis sets. Energies refer to 0 K and include zero-point vibrational energy.
    • (2008) Theor. Chem. Acc. , vol.120 , pp. 215-241
    • Zhao, Y.1    Truhlar, D.G.2
  • 38
    • 79952064869 scopus 로고    scopus 로고
    • note
    • -1 higher in energy.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.