scholarly journals Weak intermolecular interactions in gas-phase nuclear magnetic resonance

2011 ◽  
Vol 135 (8) ◽  
pp. 084310 ◽  
Author(s):  
Piotr Garbacz ◽  
Konrad Piszczatowski ◽  
Karol Jackowski ◽  
Robert Moszynski ◽  
Michał Jaszuński
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Magnetic Resonance ◽  
Gas Phase ◽  
Intermolecular Interactions ◽  
Weak Intermolecular Interactions ◽  
Nuclear Magnetic

Nuclear Magnetic Resonance Study of Hydrogen Bonding in 1,1,1-Trifluoro-2-hydroxy-4-alkanones

1973 ◽  
Vol 51 (19) ◽  
pp. 3177-3181 ◽  
Author(s):  
Eberhard Kiehlmann ◽  
B. C. Menon ◽  
Nora McGillivray
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Hydrogen Bonding ◽  
Magnetic Resonance ◽  
Intermolecular Interactions ◽  
Nuclear Magnetic Resonance Study ◽  
Magnetic Resonance Study ◽  
Weak Intermolecular Interactions ◽  
Nuclear Magnetic

Addition of fluoral at the α-carbon of 3-pentanone, cyclohexanone, 4-methyl-2-pentanone, and acetone gives 1,1,1-trifluoro-2-hydroxy-3-methyl-4-hexanone (1a and b, diastereomers), 2-(1-hydroxy-2,2,2-trifluoroethyl)cyclohexanone (2a and b, diastereomers), 1,1,1-trifluoro-2-hydroxy-6-methyl-4-heptanone (3), and 1,1,1-trifluoro-2-hydroxy-4-pentanone (4), respectively. Hydrogen-bonding studies, based on proton and fluorine n.m.r. measurements, show strong intramolecular [Formula: see text] bonding with relatively weak intermolecular interactions in 1a and 2a, and intermolecular [Formula: see text] bonding in 1b, 2b, 3, and 4.

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