Influence of fluorination on the conformational properties and hydrogen-bond acidity of benzyl alcohol derivatives

Influence of fluorination on the conformational properties and hydrogen-bond acidity of benzyl alcohol derivatives

The effect of fluorination on the conformational and hydrogen-bond (HB)-donating properties of a series of benzyl alcohols has been investigated experimentally by IR spectroscopy and theoretically with quantum chemical methods (ab initio (MP2) and DFT (MPWB1K)). It was found that o-fluorination gene...

Full description

Bibliographic Details
Main Authors:	Bogdan, Elena (Author), Compain, Guillaume (Author), Mtashobya, Lewis (Author), Le Questel, Jean-Yves (Author), Besseau, François (Author), Galland, Nicolas (Author), Linclau, Bruno (Author), Graton, Jérôme (Author)
Format:	Article
Language:	English
Published:	2015-06-30.
Subjects:	Article
Online Access:	Get fulltext

Similar Items

Intramolecular OH···fluorine hydrogen bonding in saturated, acyclic fluorohydrins: the γ-fluoropropanol motif
by: Linclau, Bruno, et al.
Published: (2015)

An unexpected and significantly lower hydrogen-bond-donating capacity of fluorohydrins compared to nonfluorinated alcohols. [VIP paper]
by: Graton, Jérôme, et al.
Published: (2012)

The synthesis of fluorinated carbohydrates and fluorinated cyclohexanols
by: Mtashobya, Lewis
Published: (2014)

Lipophilicity trends upon fluorination of isopropyl, cyclopropyl and 3-oxetanyl groups
by: Benjamin Jeffries, et al.
Published: (2020-09-01)

FTIR study of hydrogen bonding between substituted benzyl alcohols and acrylic esters
by: P. Sivagurunathan, et al.
Published: (2016-11-01)

Raman Studies of Conformational Energies and Hydrogen Bonding in Alcohols
by: Maleknia, Simindokht
Published: (1982)

Investigating the influence of (Deoxy)fluorination on the lipophilicity of non-UV-active fluorinated alkanols and carbohydrates by a new log P determination method
by: Linclau, Bruno, et al.
Published: (2016)

The synthesis of mono- and difluorinated 2,3-dideoxy-d-glucopyranoses
by: Mtashobya, Lewis, et al.
Published: (2015)

De novo synthesis of fluorinated carbohydrates and their application as probes for fluorine hydrogen bonding
by: Giufreddi, Guy T.
Published: (2011)

Astatine Facing Janus: Halogen Bonding vs. Charge-Shift Bonding
by: Serigne Sarr, et al.
Published: (2021-07-01)

Harnessing Ionic Interactions and Hydrogen Bonding for Nucleophilic Fluorination
by: Young-Ho Oh, et al.
Published: (2020-02-01)

Hydrogen Bonding in Alcohols
by: Rosser, Willis Andrew, Jr.
Published: (1952)

Some Reactions of Methyl, Benzylic and Fluorinated Free Radicals
by: Townson, M.
Published: (1973)

Hydrogen Evolution and Benzyl Alcohol Oxidation on Ni-Zn Codeposit Layer
by: Wen-Jer Huang, et al.
Published: (1994)

Hydrogen evolution and benzyl alcohol oxidation on NiSx deposited electrodes
by: Jui-Min Tsai, et al.
Published: (1993)

Hydrogen bond directed synthesis of novel benzylic amide[2]rotaxane : design and realization of rotational and translational hydrogen bond molecular machines
by: Altieri, Andrea
Published: (2004)

Basicité des Amines et de Nicotines : Liaison Hydrogène et Protonation.
by: Graton, Jerome
Published: (2001)

A computational study of vicinal fluorination in 2,3-difluorobutane: implications for conformational control in alkane chains
by: Fox, Stephen J., et al.
Published: (2015)

Hydrogen bonding : from conformational control to asymmetric catalysis
by: Jones, Christopher Raymond
Published: (2009)

Fluorination Effect on the Conformational Properties of Alkanes
by: Xu, Wenjian
Published: (2002)

Competitive aromatic carbon fluorine bond activation and carbon hydrogen bond activation of fluorobenzenes by rhodium (III) porphyrins.
Published: (2009)

Studies on Microwave Synthesis and Fluorine Substituent Effects of Hydrogen-bonded Banana Liquid Crystals
by: Jr-Yuan Tzeng, et al.
Published: (2006)

Competitive aromatic carbon fluorine and carbon hydrogen bond activation by iridium(iii) porphyrins.
Published: (2011)

Hydrogen Evolution and Benzyl Alcohol Oxidation on Ni-Mo Codeposit and Its Corrosion Behavior
by: Cheng-Hui Lin, et al.
Published: (1994)

Palladium-Catalyzed Intramolecular Arylation of Benzylic Carbon-Hydrogen Bond:Synthesis of Methylene-Bridge polyarenes
by: Yi-KuanLin, et al.
Published: (2010)

Generation-independent dimerization behavior of quadruple hydrogen bond-containing oligo(benzyl ether) dendrons.
Published: (2006)

Single Pot Benzylation of O-Xylene with Benzyl Chloride and Benzyl Alcohol Over Pillared Montmorillonites
by: Kurian Manju, et al.
Published: (2014-09-01)

Modeling the interplay of inter- and intramolecular hydrogen bonding in conformational polymorphs.
by: Karamertzanis, P.G., et al.
Published: (2011)

The effect of intramolecular hydrogen bonding interactions on some conformational equilibria
by: Khan, T. A.
Published: (1984)

Intramolecular Hydrogen Bonding and Conformational Preferences of Arzanol—An Antioxidant Acylphloroglucinol
by: Liliana Mammino
Published: (2017-08-01)

Peptide bond planarity constrains hydrogen bond geometry and influences secondary structure conformations
by: Kuan Pern Tan, et al.
Published: (2021-01-01)

Selective benzylic carbon hydrogen bond activation of toluenes and aromatic carbon halogen bond activation of halobenzenes by rhodium(III) porphyrins.
Published: (2006)

Insights on tert-butyl alkylation effects on fluorobenzene
by: Lewis Mtashobya
Published: (2021-03-01)

Sulfur - fluorine bond in PET radiochemistry
by: Giancarlo Pascali, et al.
Published: (2017-07-01)

Base-promoted benzylic carbon-hydrogen bond activation and benzlic carbon-carbon bond activation with rhodium (III) porphyrin: scope and mechanism.
Published: (2011)

The interaction of benzyl alcohol with lipid bilayers
by: Turnbull, Paul James Hardold
Published: (1990)

Structure, conformation and hydrogen bonding of two amino-cycloalkanespiro-5-hydantoins
by: Todorov Petar, et al.
Published: (2009-03-01)

Theoretical Study of Conformal Isomers and Intra-Molecular Hydrogen Bond for Salicylaldehyde
by: Fu-Sheng Hsu, et al.
Published: (1999)

Intramolecular Hydrogen Bonding Involving Organic Fluorine: NMR Investigations Corroborated by DFT-Based Theoretical Calculations
by: Sandeep Kumar Mishra, et al.
Published: (2017-03-01)

Computer methods for investigating hydrogen-bonded equilibria in alcohols
by: Hossain, Md Fokhray
Published: (1998)

Cannot write session to /tmp/vufind_sessions/sess_8814c0q4k9amqefl15el1ebbpi