Is there any bona fide example of O–H⋯F–C bond in solution? The cases of HOC(CF3)2(4-X-2,6-C6H2(CF3)2) (X = Si(i-Pr)3, CF3)

Camino Bartolomé, Pablo Espinet and Jose M. Martín-Alvarez

Chem. Commun., 2007, 4384
DOI: 10.1039/b710304b

The difluorotoluene debate—a decade later

Eric T. Kool and Herman O. Sintim

Chem. Commun., 2006, 3665
DOI: 10.1039/B605414E

Cooperative vibrational properties of hydrogen bonds in Watson–Crick DNA base pairs

Yulei Shi, Wanrun Jiang, Zhiyuan Zhang and Zhigang Wang

New J. Chem., 2017, 41, 12104
DOI: 10.1039/C7NJ03088F

Synthesis and antiviral activity of fluorinated 3-phenyl-1,2,4-benzotriazines

S. K. Kotovskaya, G. A. Zhumabaeva, N. M. Perova, Z. M. Baskakova, V. N. Charushin, O. N. Chupakhin, E. F. Belanov, N. I. Bormotov, S. M. Balakhnin and O. A. Serova

Pharm Chem J, 2007, 41, 62
DOI: 10.1007/s11094-007-0014-5

Molecular Modeling Study on the Enantioselective Binding ofS- andR-Ofloxacin to Various DNA Sequences

Hyun Mee Lee, Hye Dong Kim, Jong Moon Kim, Jong-Ki Kim and Seog K. Kim

Journal of Biomolecular Structure and Dynamics, 2007, 25, 231
DOI: 10.1080/07391102.2007.10507172

Structure of 7-Azaindole···2-Fluoropyridine Dimer in a Supersonic Jet: Competition between N–H···N and N–H···F Interactions

Sumit Kumar, Indu Kaul, Partha Biswas and Aloke Das

J. Phys. Chem. A, 2011, 115, 10299
DOI: 10.1021/jp205894q

Fluorinated benzazoles and benzazines

E. V. Nosova, N. N. Mochul'skaya, S. K. Kotovskaya, G. N. Lipunova and V. N. Charushin

Heteroatom Chemistry, 2006, 17, 579
DOI: 10.1002/hc.20281

Synthesis and Biological Evaluation of Polyfluoroalkylated Antipyrines and their Isomeric O-Methylpyrazoles

Natalya Agafonova, Evgeny Shchegolkov, Yanina Burgart, Victor Saloutin, Alexandra Trefilova, Galina Triandafilova, Sergey Solodnikov, Vera Maslova, Olga Krasnykh, Sophia Borisevich and Sergey Khursan

MC, 2019, 15, 521
DOI: 10.2174/1573406414666181106145435

C−H···F Interactions in the Crystal Structures of Some Fluorobenzenes

Venkat R. Thalladi, Hans-Christoph Weiss, Dieter Bläser, Roland Boese, Ashwini Nangia and Gautam R. Desiraju

J. Am. Chem. Soc., 1998, 120, 8702
DOI: 10.1021/ja981198e

New indications for the potential involvement of C–F-bonds in hydrogen bonding

Roland Fröhlich, Thomas C. Rosen, Oliver G.J. Meyer, Kari Rissanen and Günter Haufe

Journal of Molecular Structure, 2006, 787, 50
DOI: 10.1016/j.molstruc.2005.10.033

Polyfluorinated salicylic acid derivatives as analogs of known drugs: Synthesis, molecular docking and biological evaluation

E.V. Shchegol'kov, I.V. Shchur, Ya.V. Burgart, V.I. Saloutin, A.N. Trefilova, G.A. Ljushina, S.Yu. Solodnikov, L.N. Markova, V.V. Maslova, O.P. Krasnykh, S.S. Borisevich and S.L. Khursan

Bioorganic & Medicinal Chemistry, 2017, 25, 91
DOI: 10.1016/j.bmc.2016.10.014

Synthesis of new fluorine-containing derivatives of quinoxaline 1,4-dioxides and condensed systems derived from them

O. N. Chupakhin, S. K. Kotovskaya, N. M. Perova, Z. M. Baskakova and V. N. Charushin

Chem Heterocycl Compd, 1999, 35, 459
DOI: 10.1007/BF02319335

C-Nucleosides: Synthetic Strategies and Biological Applications

Michal Hocek

Chem. Rev., 2009, 109, 6729
DOI: 10.1021/cr9002165

2,4-Bis(3-fluorophenyl)-3-azabicyclo[3.3.1]nonan-9-one

P. Parthiban, K. Thirumurugan, V. Ramkumar, S. Pazhamalai and Yeon Tae Jeong

Acta Crystallogr E Struct Rep Online, 2008, 64, o1708
DOI: 10.1107/S1600536808024690

Significant Inter- and Intramolecular O−H···FC Hydrogen Bonding

Thomas J. Barbarich, Christopher D. Rithner, Susie M. Miller, Oren P. Anderson and Steven H. Strauss

J. Am. Chem. Soc., 1999, 121, 4280
DOI: 10.1021/ja983552e

A crystal engineering utilization of hexafurcated hydrogen bonding to construction of subnano fluorinated tunnels

Toshimasa Katagiri, Meili Duan, Mitsuru Mukae and Kenji Uneyama

Journal of Fluorine Chemistry, 2003, 120, 165
DOI: 10.1016/S0022-1139(02)00326-3

Weak Hydrogen Bridges: A Systematic Theoretical Study on the Nature and Strength of CH⋅⋅⋅FC Interactions

Isabella Hyla‐Kryspin, Günter Haufe and Stefan Grimme

Chemistry A European J, 2004, 10, 3411
DOI: 10.1002/chem.200305584

The H218O Solvent-Induced Isotope Shift in 19F NMR

John R.P Arnold and Julie Fisher

Journal of Magnetic Resonance, 2000, 142, 1
DOI: 10.1006/jmre.1999.1931

An IR spectroscopic investigation of blue shifting C–H⋯Cl hydrogen bonds in room temperature solution: Homomeric and mixed dimers of CHCl3 and CH2Cl2

Binod Kumar Oram, Monu and Biman Bandyopadhyay

Journal of Molecular Structure, 2024, 1295, 136749
DOI: 10.1016/j.molstruc.2023.136749

Synthesis, Structure and in Vitro Anti-Human Immunodeficiency virus Activity of Novel 3-Methyl-1H,3H-Thiazolo[3,4-a]Benzimidazoles

A Chimirri, S Grasso, AM Monforte, P Monforte, A Rao, M Zappalà, G Bruno, F Nicolò, C Pannecouque, M Witvrouw and E De Clercq

Antivir Chem Chemother, 1998, 9, 431
DOI: 10.1177/095632029800900507

[Pd(Fmes)2(tmeda)]: A Case of Intermittent CH⋅⋅⋅FC Hydrogen‐Bond Interaction in Solution

Camino Bartolomé, Fernando Villafañe, Jose M. Martín‐Alvarez, Jesús M. Martínez‐Ilarduya and Pablo Espinet

Chemistry A European J, 2013, 19, 3702
DOI: 10.1002/chem.201203512

Ansa-metallocenes with BN and BP linkages: the importance of NH⋯FC hydrogen bonding in pentafluorophenyl boron compounds

Simon J. Lancaster, Andrew J. Mountford, David L. Hughes, Mark Schormann and Manfred Bochmann

Journal of Organometallic Chemistry, 2003, 680, 193
DOI: 10.1016/S0022-328X(03)00346-2

2,4-Bis(4-fluorophenyl)-3-azabicyclo[3.3.1]nonan-9-one

P. Parthiban, V. Ramkumar, H. D. Santan, Jong Tae Kim and Yeon Tae Jeong

Acta Crystallogr E Struct Rep Online, 2008, 64, o1710
DOI: 10.1107/S1600536808024744

The Idiosyncrasies of Tetrabenzo[24]crown-8 in the Solid State

Stuart J. Cantrill, Jon A. Preece, J.Fraser Stoddart, Zhen-He Wang, Andrew J.P. White and David J. Williams

Tetrahedron, 2000, 56, 6675
DOI: 10.1016/S0040-4020(00)00475-0

An ab initio study of DNA base pair hydrogen bonding: a comparison of plane-wave versus Gaussian-type function methods

R.S Fellers, D Barsky, F Gygi and M Colvin

Chemical Physics Letters, 1999, 312, 548
DOI: 10.1016/S0009-2614(99)00898-2

De Novo Nucleic Acids: A Review of Synthetic Alternatives to DNA and RNA That Could Act as Bio-Information Storage Molecules

Kevin G Devine and Sohan Jheeta

Life, 2020, 10, 346
DOI: 10.3390/life10120346

Why Nature Chose A, C, G and U/T: An Error-Coding Perspective of Nucleotide Alphabet Composition

Dónall A. Mac Dónaill

Orig Life Evol Biosph, 2003, 33, 433
DOI: 10.1023/A:1025715209867

Synthesis and crystal structure analysis of 2-(4-fluorobenzyl)-6-phenylimidazo[2,1-b][1,3,4]thiadiazole and its chlorophenyl derivative

Afshan Banu, Ravi S. Lamani, I.A.M. Khazi and Noor Shahina Begum

Journal of Saudi Chemical Society, 2014, 18, 371
DOI: 10.1016/j.jscs.2011.07.003

Introduction of Fluorine and Fluorine‐Containing Functional Groups

Theresa Liang, Constanze N. Neumann and Tobias Ritter

Angew Chem Int Ed, 2013, 52, 8214
DOI: 10.1002/anie.201206566

How Good is Fluorine as a Hydrogen‐Bond Acceptor in Fluorinated Single‐Walled Carbon Nanotubes?

Holger F. Bettinger

ChemPhysChem, 2005, 6, 1169
DOI: 10.1002/cphc.200400324

Weak Attractive Ligand–Polymer and Related Interactions in Catalysis and Reactivity: Impact, Applications, and Modeling

Michael C. W. Chan

Chemistry An Asian Journal, 2008, 3, 18
DOI: 10.1002/asia.200700226

Bindungsmechanismen in supramolekularen Komplexen

Hans‐Jörg Schneider

Angewandte Chemie, 2009, 121, 3982
DOI: 10.1002/ange.200802947

Hydrogen Bonding in Mimics of Watson–Crick Base Pairs Involving CH Proton Donor and F Proton Acceptor Groups: A Theoretical Study

Célia Fonseca Guerra, F. Matthias Bickelhaupt and Evert Jan Baerends

ChemPhysChem, 2004, 5, 481
DOI: 10.1002/cphc.200301069

Nonlinear breathing modes at a defect site in DNA

Ciprian-Ionuţ Duduială, Jonathan A. D. Wattis, Ian L. Dryden and Charles A. Laughton

Phys. Rev. E, 2009, 80
DOI: 10.1103/PhysRevE.80.061906

Fluorine-Containing Heterocycles: VII. Nucleophilic Substitution in 6,7-Difluoroquinoxalines

S. K. Kotovskaya, S. A. Romanova, V. N. Charushin and O. N. Chupakhin

Russian Journal of Organic Chemistry, 2002, 38, 1046
DOI: 10.1023/A:1020870100148

Tandem of nucleophilic substitution of hydrogen and cyclocondensation with participation of nitro group in the synthesis of fluorine-containing 3-amino-1,2,4-benzotriazines

G. A. Zhumabaeva, S. K. Kotovskaya, N. M. Perova, V. N. Charushin and O. N. Chupakhin

Russ Chem Bull, 2006, 55, 1243
DOI: 10.1007/s11172-006-0406-9

Energetically Important C−H···F−C Pseudohydrogen Bonding in Water: Evidence and Application to Rational Design of Oligonucleotides with High Binding Affinity

Maryam Yahyaee Anzahaee, Jonathan K. Watts, Nageswara R. Alla, Allen W. Nicholson and Masad J. Damha

J. Am. Chem. Soc., 2011, 133, 728
DOI: 10.1021/ja109817p

Synthesis of the analogue nucleoside 3-deaza-2′-deoxycytidine and its template activity with DNA polymerase

Tim Searls and Larry W. McLaughlin

Tetrahedron, 1999, 55, 11985
DOI: 10.1016/S0040-4020(99)00703-6

Measurement and Theory of Hydrogen Bonding Contribution to Isosteric DNA Base Pairs

Omid Khakshoor, Steven E. Wheeler, K. N. Houk and Eric T. Kool

J. Am. Chem. Soc., 2012, 134, 3154
DOI: 10.1021/ja210475a

X-ray Structure of Fluorinated N-(2-Chloropyridin-4-yl)-N‘-phenylureas. Role of F Substitution in the Crystal Packing

Antonio Abad, Consuelo Agulló, Ana C. Cuñat, Cristina Vilanova and M. Carmen Ramírez de Arellano

Crystal Growth & Design, 2006, 6, 46
DOI: 10.1021/cg049581k

Combining coordination and hydrogen-bonds to form arene ruthenium metalla-assemblies

Divambal Appavoo, Diego Carnevale, Robert Deschenaux and Bruno Therrien

Journal of Organometallic Chemistry, 2016, 824, 80
DOI: 10.1016/j.jorganchem.2016.10.011

Three-Center CF···HN Intramolecular Hydrogen Bonding in the 2,6-Bis(2,6-difluorophenyl)piperidine Systems1

Marzena Pham, Maria Gdaniec and Tadeusz Połoński

J. Org. Chem., 1998, 63, 3731
DOI: 10.1021/jo9800457

Quantum Indeterminism and Evolutionary Biology

David N. Stamos

Philos. of Sci., 2001, 68, 164
DOI: 10.1086/392871

An ab initio quantum chemical investigation of the error-coding model of nucleotide alphabet composition

DÓNALL A. Mac DÓNAILL and DENISE BROCKLEBANK

Molecular Physics, 2003, 101, 2755
DOI: 10.1080/0026897031000135861

Roles of Watson-Crick and Minor Groove Hydrogen Bonds in DNA Replication

E.T. KOOL

Cold Spring Harbor Symposia on Quantitative Biology, 2000, 65, 93
DOI: 10.1101/sqb.2000.65.93

Nucleophilic N1→ N3Rearrangement of 5′-O-Trityl-O2,3′-Cycloanhydrothymidine

Xian-Bin Yang, Konrad Misiura, Wojciech J. Stec, Marek J. Potrzebowski, Sławomir Kaźmierski, Michał Wieczorek, Wiesław R. Majzner and Grzegorz D. Bujacz

Nucleosides, Nucleotides and Nucleic Acids, 2000, 19, 1657
DOI: 10.1080/15257770008045451

Adenine⋯2,4-difluorotoluene (modified base) pair: potential and free-energy surfaces

Filip Ryjáček, Martin Kratochvı́l and Pavel Hobza

Chemical Physics Letters, 1999, 313, 393
DOI: 10.1016/S0009-2614(99)01013-1

Einführung von Fluor und fluorhaltigen funktionellen Gruppen

Theresa Liang, Constanze N. Neumann and Tobias Ritter

Angewandte Chemie, 2013, 125, 8372
DOI: 10.1002/ange.201206566

Synthesis of regioisomeric N- and O-alkylated 3-polyfluoroalkyl-1,2-dihydroquinoxalin-2-ones

A. E. Ivanova, O. G. Khudina, Ya. V. Burgart and V. I. Saloutin

Russ Chem Bull, 2011, 60, 937
DOI: 10.1007/s11172-011-0147-2

Structural and Electronic Effects of Pentafluorophenyl Substituents on Cyclopentadienyl Complexes of Fe, Co, Mn, and Re1

Matthew P. Thornberry, Carla Slebodnick, Paul A. Deck and Frank R. Fronczek

Organometallics, 2000, 19, 5352
DOI: 10.1021/om000798v

Binding Mechanisms in Supramolecular Complexes

Hans‐Jörg Schneider

Angew Chem Int Ed, 2009, 48, 3924
DOI: 10.1002/anie.200802947

Hydrogen Bonding of the Nucleobase Mimic 2-Pyridone to Fluorobenzenes: An ab Initio Investigation

Jann A. Frey, Roman Leist and Samuel Leutwyler

J. Phys. Chem. A, 2006, 110, 4188
DOI: 10.1021/jp057101+

Fluorine substituent effects (on bioactivity)

Bruce E. Smart

Journal of Fluorine Chemistry, 2001, 109, 3
DOI: 10.1016/S0022-1139(01)00375-X

Interaction and Solvation Energies of Nonpolar DNA Base Analogues and Their Role in Polymerase Insertion Fidelity

Daniel Barsky, Eric T. Kool and Michael E. Colvin

Journal of Biomolecular Structure and Dynamics, 1999, 16, 1119
DOI: 10.1080/07391102.1999.10508321

Steric Complementarity in the Decoding Center Is Important for tRNA Selection by the Ribosome

Prashant K. Khade, Xinying Shi and Simpson Joseph

Journal of Molecular Biology, 2013, 425, 3778
DOI: 10.1016/j.jmb.2013.02.038

Insight into G-quadruplex-hemin DNAzyme/RNAzyme: adjacent adenine as the intramolecular species for remarkable enhancement of enzymatic activity

Wang Li, Yong Li, Zhuoliang Liu, Bin Lin, Haibo Yi, Feng Xu, Zhou Nie and Shouzhuo Yao

Nucleic Acids Research, 2016, 44, 7373
DOI: 10.1093/nar/gkw634

15-Fluoro prostaglandin FP agonists: a new class of topical ocular hypotensives

Peter Klimko, Mark Hellberg, Marsha McLaughlin, Najam Sharif, Bryon Severns, Gary Williams, Karen Haggard and John Liao

Bioorganic & Medicinal Chemistry, 2004, 12, 3451
DOI: 10.1016/j.bmc.2004.04.034

Self-assembly of cinchonine quaternary salts: Effect of substituents and halogen anions on supramolecular architecture

Li-Ping Zhang, Xu-Dong Chen, Jian Lv and Yong-Mei Wang

Journal of Molecular Structure, 2006, 789, 169
DOI: 10.1016/j.molstruc.2005.12.041

Efficient replication between non-hydrogen-bonded nucleoside shape analogs

Juan C. Morales and Eric T. Kool

Nat Struct Mol Biol, 1998, 5, 950
DOI: 10.1038/2925

MP2 and QCISD(T) study on the convergence of interaction energies of weak O–H⋯F–C, C–H⋯O, and C–H⋯F–C hydrogen bridges

Isabella Hyla-Kryspin, Günter Haufe and Stefan Grimme

Chemical Physics, 2008, 346, 224
DOI: 10.1016/j.chemphys.2008.02.023

The Role of Organic Fluorine in the Supramolecular Assembly of Halogenated β-Hydroxysulphoxides Diastereomers

Gregorio Asensio, Mercedes Medio-Simon, Pedro Alemán and Carmen Ramírez de Arellano

Crystal Growth & Design, 2006, 6, 2769
DOI: 10.1021/cg060465m

Molecular Dynamics Study of Oligonucleotides Containing Difluorotoluene

Elena Cubero, Charles A. Laughton, F. Javier Luque and Modesto Orozco

J. Am. Chem. Soc., 2000, 122, 6891
DOI: 10.1021/ja000117n

The Effect of Adenine Repeats on G‐quadruplex/hemin Peroxidase Mimicking DNAzyme Activity

Jielin Chen, Yuehua Guo, Jun Zhou and Huangxian Ju

Chemistry A European J, 2017, 23, 4210
DOI: 10.1002/chem.201700040

Observation of Spontaneous Base Pair Breathing Events in the Molecular Dynamics Simulation of a Difluorotoluene-Containing DNA Oligonucleotide

Elena Cubero, Edward C. Sherer, F. Javier Luque, Modesto Orozco and Charles A. Laughton

J. Am. Chem. Soc., 1999, 121, 8653
DOI: 10.1021/ja991067t

Synthesis and antiviral activity of fluorinated pyrido[1,2-a]benzimidazoles

S. K. Kotovskaya, Z. M. Baskakova, V. N. Charushin, O. N. Chupakhin, E. F. Belanov, N. I. Bormotov, S. M. Balakhnin and O. A. Serova

Pharm Chem J, 2005, 39, 574
DOI: 10.1007/s11094-006-0023-9

Fluorine in Peptide Design and Protein Engineering

Christian Jäckel and Beate Koksch

Eur J Org Chem, 2005, 2005, 4483
DOI: 10.1002/ejoc.200500205

Structure and Base Pairing Properties of a Replicable Nonpolar Isostere for Deoxyadenosine

Kevin M. Guckian, Juan C. Morales and Eric T. Kool

J. Org. Chem., 1998, 63, 9652
DOI: 10.1021/jo9805100