NH + - F hydrogen bonding in a fluorinated "Proton Sponge" derivative: Integration of solution, solid-state, gas-phase, and computational studies

Journal of Organic Chemistry

Volumn 76, Issue 19, 2011, Pages 7975-7984

  Scerba, Michael T ^a   Leavitt, Christopher M ^b   Diener, Matthew E ^a   De Blase, Andrew F ^b   Guasco, Timothy L ^b   Siegler, Maxime A ^a   Bair, Nathaniel ^a   Johnson, Mark A ^b   Lectka, Thomas ^a  

^a JOHNS HOPKINS UNIVERSITY   (United States)

^b YALE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMMONIUM CATIONS; AMMONIUM IONS; CALCULATED VALUES; COMPUTATIONAL STUDIES; COUNTERIONS; COVALENTLY BOUND; GASPHASE; HYDROGEN BOND DONORS; ION PAIRING; NMR ANALYSIS; PHOTODISSOCIATION SPECTROSCOPY; POTENTIOMETRIC TITRATIONS; PROTON SPONGE; PROTONATED; STRETCHING MODES; THROUGH-BOND INTERACTIONS;

AMMONIUM COMPOUNDS; FLUORINE; HYDROGEN; INFRARED SPECTROSCOPY; IONS; NAPHTHALENE; ORGANIC COMPOUNDS; PROTONATION; PROTONS; TITRATION; X RAY CRYSTALLOGRAPHY;

HYDROGEN BONDS;

8 FLUORO N,N DIMETHYLNAPHTHALEN 1 AMINE; AMIDE; AMMONIA; CATION; COUNTERION; FLUORIDE; FLUORINE; HYDROGEN; NAPHTHALENE; NAPHTHALENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; COMPUTED VIBRATIONAL SPECTROSCOPY; CONTROLLED STUDY; COVALENT BOND; CRYOGENIC VIBRATIONAL PHOTODISSOCIATION SPECTROSCOPY; DERIVATIZATION; FLUORINATION; GAS; HUMAN; HYDROGEN BOND; MOLECULAR INTERACTION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; POTENTIOMETRIC TITRATION; SOLID STATE; SOLUTION AND SOLUBILITY; SPECTROSCOPY;

CRYSTALLOGRAPHY, X-RAY; FLUORINE; GASES; HALOGENATION; HYDROGEN BONDING; MODELS, MOLECULAR; MOLECULAR CONFORMATION; PROTONS; QUANTUM THEORY; QUATERNARY AMMONIUM COMPOUNDS; SOLUTIONS;

EID: 80054118874     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo2015328     Document Type: Article

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