Fluoride ion complexation by a cationic borane in aqueous solution

Lee, Min Hyung; Agou, Tomohiro; Kobayashi, Junji; Kawashima, Takayuki; Gabbaı̈, François P.

doi:10.1039/b616814k

Cited by 191 publications

(112 citation statements)

References 31 publications

Supporting

Mentioning

104

Contrasting

Order By: Relevance

“…Recently there has been growing interest in designing hosts that are able to complex the fluoride ion in aqueous solution. [30,31] Attempts to study the ability of compound 2·H 2 O to capture sodium fluoride in water failed because of its rather limited solubility in this solvent. However, the fact that 2·H 2 O already contains water and that the acetonitrile was not specifically dried prior to use makes it likely that water will not preclude fluoride complexation by the organotin moiety.…”

Section: Wwwchemeurjorgmentioning

confidence: 99%

Solubilizing Sodium Fluoride in Acetonitrile: Synthesis, Molecular Structure, and Complexation Behavior of Bis(organostannyl)methyl‐Substituted Crown Ethers

Reeske

Bradtmöller

Schürmann

et al. 2007

Chemistry A European J

View full text Add to dashboard Cite

The synthesis of the crown-ether-substituted bis(organostannyl)methanes Ph(3)SnCH(2)Sn(Ph(2))-CH(2)-[16]crown-5 (1) and Ph(2)ISnCH(2)Sn(I)(Ph)-CH(2)-[16]crown-5 (2) is reported. Both compounds have been characterized by elemental analyses, (1)H, (13)C, (19)F, and (119)Sn NMR spectroscopy, and in the case of compound 2 also by electrospray ionization mass spectrometry. Single-crystal X-ray diffraction analysis revealed for the aqua complex 2.H(2)O trigonal-bipyramidal-configured tin atoms with intramolecular Sn(1)-O(1) and Sn(2)-O(1W) distances of 2.555(2) and 2.440(3) A, respectively. The water molecule is trapped in a sandwich-like fashion between the crown ether oxygen atoms O(2) and O(4) and the Sn(2) atom. NMR spectroscopy unambiguously proved the ability of compound 2 in acetonitrile to overcome the high lattice energy of sodium fluoride and to complex the latter under charge separation.

show abstract

Section: Wwwchemeurjorgmentioning

confidence: 99%

Solubilizing Sodium Fluoride in Acetonitrile: Synthesis, Molecular Structure, and Complexation Behavior of Bis(organostannyl)methyl‐Substituted Crown Ethers

Reeske

Bradtmöller

Schürmann

et al. 2007

Chemistry A European J

View full text Add to dashboard Cite

show abstract

“…Some novel receptor system based on boron [30,31] and silicon [32] derivatives, quantum dots [33], mesoporous silica material [7 -12], and BODIPY [34] have been successfully utilized to detect anions by hydrogen bonding [35 -39], coordination or covalent bonding interactions [40 -42]. Similarly, ensemble based demetallization of copper by cyanide has also been utilized to detect cyanide-displacement approach [15 -17].…”

Section: Introductionmentioning

confidence: 99%

Design and Synthesis of Some Imidazolyl Derivatives: Photophysical Studies and Application in the Detection of Anions

Shahid¹,

Ali²,

Razi³

et al. 2016

CHEM

View full text Add to dashboard Cite

Abstract:A fluorescent probe based on dicyanovinylphenanthroimidazole (DCPPI) has been designed and synthesized and its potential application to recognize F -and CN -ions via different channels have been tested in different mediums. DCPPI shows intramolecular charge transfer process and exhibit ratiometric response toward F -and CN -ions. The change in physicochemical properties of DCPPI in the presence of cyanide can be attributed to the formation of Michael type adduct, DCPPIA whereas both F -and CN -ions have shown affinities to interact with NH fragment of imidazolyl unit under the condition. The possible mode of interaction has been confirmed by absorption, emission, NMR and ESI-MS spectral data analysis.

show abstract

“…Hence, it is very important to develop excellent probes for F  . Up to now, a large number of fluorescent probes based on organic luminophores have been designed to detect this important analyst [7][8][9][10][11][12][13], owing to its high sensitivity, easy visualization, and short response time for detection. In most cases, the binding sites of the probes for F  consist of amide, urea, thiourea, guanidinium, or pyrrole functionalities that are capable of hydrogen bonding with F  [14][15][16][17].…”

Section: Introductionmentioning

confidence: 99%

A near-infrared phosphorescent probe for F− based on a cationic iridium(III) complex with triarylboron moieties

Liu

Zhao

et al. 2011

Sci. China Chem.

View full text Add to dashboard Cite

In this work, a near-infrared (NIR) phosphorescent probe for F  based on a cationic Ir(III) complex [Ir(Bpq) 2 (quqo)]PF 6 (1) with dimesitylboryl (Mes 2 B) groups on the cyclometalated C^N ligands (Bpq) and 2-(quinolin-2-yl)quinoxaline (quqo) as N^N ligand was designed and synthesized. The excited state properties of 1 were investigated in detail using molecular orbital calculations and experimental methods. Upon excitation, complex 1 shows NIR phosphorescent emission around 680 nm. Interestingly, the complex can be excited with long wavelength around 610 nm. Such long-wavelength excitation can reduce the background emission interference and improve the signal-to-noise ratio. Furthermore, the selective binding between boron atom and F  can give rise to the quenching of emission and realize the near-infrared phosphorescent sensing for F  . We wish that the results reported herein will be helpful for the further design of excellent near-infrared phosphorescent probes based on heavy-metal complexes.

show abstract

Fluoride ion complexation by a cationic borane in aqueous solution

Abstract: The phosphonium borane [p-Mes(2)B(C(6)H(4))PMePh(2)](+) complexes fluoride in water containing 10% methanol with a binding constant of 1.0(+/-0.1) x 10(3) M(-1) to afford the zwitterion p-Mes(2)FB(C(6)H(4))PMePh(2).

Cited by 191 publications

References 31 publications

Solubilizing Sodium Fluoride in Acetonitrile: Synthesis, Molecular Structure, and Complexation Behavior of Bis(organostannyl)methyl‐Substituted Crown Ethers

Solubilizing Sodium Fluoride in Acetonitrile: Synthesis, Molecular Structure, and Complexation Behavior of Bis(organostannyl)methyl‐Substituted Crown Ethers

Design and Synthesis of Some Imidazolyl Derivatives: Photophysical Studies and Application in the Detection of Anions

A near-infrared phosphorescent probe for F− based on a cationic iridium(III) complex with triarylboron moieties

Contact Info

Product

Resources

About