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Collect. Czech. Chem. Commun. 1987, 52, 1928-1984

Stereochemistry of organic ions in the gas phase: A review

František Tureček

The J. Heyrovský Institute of Physical Chemistry and Electrochemistry, Czechoslovak Academy of Sciences, 121 38 Prague 2

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  • Tureček František, Julian Ryan R.: Peptide Radicals and Cation Radicals in the Gas Phase. Chem. Rev. 2013, 113, 6691. <>
  • Ge Guang‐Bo, Zhang Rong, Ai Chun‐Zhi, He Yu‐Qi, Zhang Yan‐Yan, Liu Xing‐Bao, Yang Li, Wang Zheng‐Tao, Yang Ling: Stereochemical differentiation of C‐7 hydroxyltaxane isomers by electrospray ionization mass spectrometry. Rapid Comm Mass Spectrometry 2009, 23, 425. <>
  • Bourgoin-Voillard Sandrine, Zins Emilie-Laure, Fournier Françoise, Jacquot Yves, Afonso Carlos, Pèpe Claude, Leclercq Guy, Tabet Jean-Claude: Stereochemical effects during [M-H]− dissociations of epimeric 11-OH-17β-estradiols and distant electronic effects of substituents at C(11) position on gas phase acidity. J. Am. Soc. Mass Spectrom. 2009, 20, 2318. <>
  • Míšek Jiří, Tichý Miloš, Stará Irena G., Starý Ivo, Schröder Detlef: Preferential formation of homochiral silver(I) complexes upon coordination of two aza[6]helicene ligands to Ag+ ions. Collect. Czech. Chem. Commun. 2009, 74, 323. <>
  • Tureček František: Copper‐biomolecule complexes in the gas phase. The ternary way. Mass Spectrometry Reviews 2007, 26, 563. <>
  • Seymour Jennifer L., Tureček František, Malkov Andrei V., Kočovský Pavel: Chiral recognition in solution and the gas phase. Experimental and theoretical studies of aromatic D‐ and L‐amino acid–Cu(II)–chiragen complexes. J. Mass Spectrom. 2004, 39, 1044. <>
  • Mancel Valérie, Sellier Nicole, Lesage Denis, Fournier Françoise, Tabet Jean-Claude: Gas phase enantiomeric distinction of (R)- and (S)-aromatic hydroxy esters by negative ion chemical ionization mass spectrometry using a chiral reagent gas. Int J Mass Spectrosc 2004, 237, 185. <>
  • Edelson‐Averbukh M., Mandelbaum A.: Intramolecular electrophilic aromatic substitution in gas‐phase‐protonated difunctional compounds containing one or two arylmethyl groups. J. Mass Spectrom. 2003, 38, 1169. <>
  • Cartoni Antonella, Madami Andrea, Palomba Daniela, Marras Marco, Berettoni Marco, Olivieri Lauso, Ettorre Alessandro, Cipollone Amalia, Animati Fabio, Maggi Carlo Alberto, Monteagudo Edith: NMR-Spectroscopic, computational and mass-spectrometric investigations on the cis/trans analogues of 2,3,4-trihydronaphthalene-1-one. Tetrahedron 2003, 59, 1309. <>
  • Tao W. A., Zhang Duxi, Nikolaev Eugene N., Cooks R. Graham: Copper(II)-Assisted Enantiomeric Analysis of d,l-Amino Acids Using the Kinetic Method:  Chiral Recognition and Quantification in the Gas Phase. J. Am. Chem. Soc. 2000, 122, 10598. <>
  • Morizur J. P., Taphanel M. H., Mayer Philip S., Morton Thomas Hellman: Stereochemical Analysis of Deuterated Alkyl Chains by MS/MS. J. Org. Chem. 2000, 65, 381. <>
  • Gervat Vincent, Fournier Françoise, Perlat Marie-Claude, Tabet Jean-Claude: Ion-molecule reactions in the gas phase. part XXII. Reactivity of the cis- and trans-indanediols with dimethyl ether ions. J. Am. Soc. Mass Spectrom. 1997, 8, 610. <>
  • Yang Sheng Sheng, Wong Philip, Ma Shuguang, Cooks R. Graham: SiCl3+ and SiCl+ affinities for pyridines determined by using the kinetic method with multiple stage mass spectrometry: Agostic effects in the gas phase. J. Am. Soc. Mass Spectrom. 1996, 7, 198. <>
  • Denekamp C., Etinger A., Fokkens R. H., Khaselev N., Mandelbaum A., Nibbering N. M. M.: Effect on conformation on proton affinities of stereoisomeric ethers. J. Mass Spectrom. 1995, 30, 1174. <>
  • Gu Ming, Turecek Frantisek: Fingerprinting stereoisomers by survivor‐ion mass spectrometry. Org. Mass Spectrom. 1994, 29, 85. <>
  • Selva Antonio, Auricchio Sergio, Truscello Ada M.: Study of two diastereomeric pairs of regiosomeric 2‐isoxazolines by tandem mass spectrometry with electron impact ionization. Org. Mass Spectrom. 1994, 29, 232. <>
  • Bouchoux Guy, Jezequel Sylvie, Penaud‐Berruyer Florence: Conformational effect on gas‐phase protonation and NH4+ clustering of 1,2‐diols. Org. Mass Spectrom. 1993, 28, 421. <>
  • Despeyroux Dominique, Cole Richard B., Tabet Jean‐Claude: Ion–molecule reactions in the gas phase. XVIII.—nucleophilic substitution of diastereomeric norborneols, norbornyl acetates and benzoates under ammonia chemical ionization. Org. Mass Spectrom. 1992, 27, 300. <>
  • Decouzon M., Géribaldi S.: Negative‐ion chemical ionization—collision‐induced dissociation study of unsubstituted cycloalkanols, alkanones and alkenones at low collisional energy. Rapid Comm Mass Spectrometry 1992, 6, 140. <>
  • Demirev Plamen A., Handjieva Nedjalka, Saadi Houcine, Popov Simeon S., Reshetova Olga S., Rozynov Boris V.: Ammonia/desorption chemical ionization mass spectrometry of some cyclopentane iridoid glucosides. Org. Mass Spectrom. 1991, 26, 151. <>
  • Laprévote O., Bui A.‐M., Das B. C., Charles B., Tabet J.‐C.: Role of matrix for enhancement of stereochemical effects in collision‐activated dissociation (cad) spectra of mh+ from epimeric indole alkaloids. Org. Mass Spectrom. 1991, 26, 621. <>
  • Decouzon M., Géribaldi S., Rouillard M., Sturla J.‐M.: A new look at the spectroscopic properties of dihydrocarveol stereoisomers. Flavour & Fragrance J 1990, 5, 147. <>
  • Decouzon Michéle, Gal Jean‐François, Geribaldi Serge, Rouillard Michel, Sturla Jean‐Michel: Differentiation of diastereoisomeric terpenoid alcohols by electron impact and negative ion chemical ionization associated with collision‐induced dissociation. A fourier transform ion cyclotron resonance study. Org. Mass Spectrom. 1990, 25, 312. <>
  • Charles Brigitte, Cole Richard B., Bruneton Jean, Tabet Jean‐Claude: Positive desorption chemical ionization/tandem mass spectrometry of natural isomeric morphinans: Regioselectivity of protonation, positional and stereochemical effects upon decomposition. Org. Mass Spectrom. 1989, 24, 445. <>
  • Charles Brigitte, Tabet Jean‐Claude, Promé J‐C.: Unusual daughter ion spectra of MH+ ions formed in ammonia chemical ionization mass spectrometry and their use to differentiate between natural isomeric morphinans. Rapid Comm Mass Spectrometry 1988, 2, 86. <>
  • TURECEK F.: ChemInform Abstract: Stereochemistry of Organic Ions in the Gas Phase: A Review. ChemInform 1987, 18. <>