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Site of protonation and conformational effects on gas-phase basicity in .beta.-amino alcohols. The nature of internal hydrogen bonding in .beta.-hydroxy ammonium ions
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    Site of protonation and conformational effects on gas-phase basicity in .beta.-amino alcohols. The nature of internal hydrogen bonding in .beta.-hydroxy ammonium ions
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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 1983, 105, 11, 3417–3422
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    https://doi.org/10.1021/ja00349a006
    Published June 1, 1983

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    Cited By

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    2. Xin Chen,, David A. Walthall, and, John I. Brauman. Acidities in Cyclohexanediols Enhanced by Intramolecular Hydrogen Bonds. Journal of the American Chemical Society 2004, 126 (39) , 12614-12620. https://doi.org/10.1021/ja049780s
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    5. Viet Q. Nguyen and, František Tureček. Protonation Sites in Pyrimidine and Pyrimidinamines in the Gas Phase. Journal of the American Chemical Society 1997, 119 (9) , 2280-2290. https://doi.org/10.1021/ja9634785
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    13. M. Edelson-Averbukh, A. Mandelbaum. Stereospecific elimination of dihydropyran from protonated tetrahydropyranyl (THP) difunctional derivatives upon chemical ionization and collision-induced dissociation: intramolecular interactions in polyfunctional ions. International Journal of Mass Spectrometry 2001, 210-211 , 545-556. https://doi.org/10.1016/S1387-3806(01)00417-1
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    17. Guy Bouchoux, Sylvie Jezequel, Florence Penaud‐Berruyer. Conformational effect on gas‐phase protonation and NH 4 + clustering of 1,2‐diols. Organic Mass Spectrometry 1993, 28 (4) , 421-427. https://doi.org/10.1002/oms.1210280426
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    20. Steve Scheiner. Relationship between the angular characteristics of a hydrogen bond and the energetics of proton transfer occurring within. Journal of Molecular Structure 1988, 177 , 79-91. https://doi.org/10.1016/0022-2860(88)80080-2
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    24. Shigeru Ikuta. Ab initio MO calculations on stabilities and binding energies of bidentate ethylene diamine with ions (Na+, Li+, and H+). Chemical Physics 1986, 108 (3) , 441-449. https://doi.org/10.1016/0301-0104(86)80111-2
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    28. Raymond Houriet, Eric Rolli, Guy Bouchoux, Yannick Hoppilliard. Gas‐Phase Basicities of Furan Compounds. The Role of Alkyl Substitution on Proton Affinity and on the Site of Protonation. Helvetica Chimica Acta 1985, 68 (7) , 2037-2045. https://doi.org/10.1002/hlca.19850680729
    29. Christian Guenat, Raymond Houriet, Daniel Stahl, Johann Winkler. Gas‐Phase Basicities of Open‐Chain and Cyclic Diols from Dissociations of Ammonium Adducts, Protonated Mixed Dimers and ICR Experiments. Structural and Stereochemical Effects. Helvetica Chimica Acta 1985, 68 (6) , 1647-1657. https://doi.org/10.1002/hlca.19850680619
    30. V.J. Vandiver, C.S. Leasure, G.A. Eiceman. Proton affinity equilibria for polycyclic aromatic hydrocarbons at atmospheric pressure in ion mobility spectrometry. International Journal of Mass Spectrometry and Ion Processes 1985, 66 (2) , 223-238. https://doi.org/10.1016/0168-1176(85)83012-3
    31. K. P. Madhusudanan, Shubhra Mittal, Susheel Durani, R. S. Kapil. Stereospecific adduct ion formation in the chemical ionization mass spectra of E ‐ and Z ‐1,2,3‐triaryl‐2‐propen‐1‐ones. Organic Mass Spectrometry 1985, 20 (5) , 323-326. https://doi.org/10.1002/oms.1210200502
    32. Raymond Houriet, Hermann Rufenacht, Daniel Stahl, Milos Tichy, Pierre Longevialle. Gas phase protonation and subsequent dissociations in β‐amino alcohols as a function of exoergicity and interfunctional distance. Organic Mass Spectrometry 1985, 20 (4) , 300-304. https://doi.org/10.1002/oms.1210200407
    33. Jean-Claude Bollinger, Raymond Houriet, Theophile Yvernault. Gas Phase Basicity of Hexamethylphosphotriamide (HMPT) and Phosphinoxide Derivatives. Phosphorus and Sulfur and the Related Elements 1984, 19 (3) , 379-382. https://doi.org/10.1080/03086648408077603
    34. K.G. Das, A. Mahender Reddy, M. Vairamani, K.P. Madhusudhanan, D. Fraisse, J.C. Tabet. Reduction of olefinic bond under ammonia chemical ionization. Tetrahedron 1984, 40 (20) , 4085-4088. https://doi.org/10.1016/0040-4020(84)85089-9
    35. G. Bouchoux, R. Houriet. Ring size effects on the gas phase protonation of cyclic ketones. Tetrahedron Letters 1984, 25 (50) , 5755-5758. https://doi.org/10.1016/S0040-4039(01)81678-6
    36. R. HOURIET, H. + RUEFENACHT, P.‐A. CARRUPT, P. VOGEL, M. TICHY. ChemInform Abstract: SITE OF PROTONATION AND CONFORMATIONAL EFFECTS ON GAS‐PHASE BASICITY IN β‐AMINO ALCOHOLS. THE NATURE OF INTERNAL HYDROGEN BONDING IN β‐HYDROXY AMMONIUM IONS. Chemischer Informationsdienst 1983, 14 (36) https://doi.org/10.1002/chin.198336136

    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 1983, 105, 11, 3417–3422
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ja00349a006
    Published June 1, 1983

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