Borocryptands : Synthesis and Structural Analysis of a Lithium Borocryptate

Bockstahl, Frédéric; Graf, Ernest; Hosseini, Mir Wais; Suhr, Dominique; Cian, André De; Fischer, Jean

doi:10.1016/s0040-4039(97)10026-0

Cited by 19 publications

(8 citation statements)

References 14 publications

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“…[13] The results of an X-ray diffraction study upon a single crystal of Li[P(DPC) 3 ] (grown by vapor diffusion of EtOH into DMF solution of Li[P(DPC) 3 ]) are shown in Figure 2. [11] As expected, the geometry about the central phosphorus .…”

supporting

confidence: 72%

“…Reaction of a slight excess (3.3 equiv) of H 2 -DPC with PCl 5 in toluene led to the evolution of HCl gas. [11] As expected, the geometry about the central phosphorus 31 3 ] shows a single phosphorus resonance at d = À82.0 ppm.…”

supporting

confidence: 67%

“…Reaction X-ray-quality crystals of Li[B(DPC)(oxalato)] were grown by vapor diffusion of hexanes into a THF solution of Li[B(DPC)(oxalato)], and the results of a crystallographic analysis are presented in Figure 1. [11] The 1:1 ratio of DPC and oxalato ligands is rigorously established, and geometries about the boron and lithium centers are tetrahedral. The lithium ion is coordinated by a phosphoryl oxygen atom (O10) and a catecholate oxygen atom (O2) of one [B(DPC)-(oxalato)] anion, as well as by a phosphoryl oxygen atom (O7) and an oxalato oxygen atom (O5) of two other [B(DPC)-(oxalato)] anions, and gives rise to a coordination polymer in the solid state.…”

mentioning

confidence: 99%

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Phosphoryl‐Rich Flame‐Retardant Ions (FRIONs): Towards Safer Lithium‐Ion Batteries

et al. 2014

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The functionalized catecholate, tetraethyl (2,3-dihydroxy-1,4-phenylene)bis(phosphonate) (H2 -DPC), has been used to prepare a series of lithium salts Li[B(DPC)(oxalato)], Li[B(DPC)2], Li[B(DPC)F2], and Li[P(DPC)3]. The phosphoryl-rich character of these anions was designed to impart flame-retardant properties for their use as potential flame-retardant ions (FRIONs), additives, or replacements for other lithium salts for safer lithium-ion batteries. The new materials were fully characterized, and the single-crystal structures of Li[B(DPC)(oxalato)] and Li[P(DPC)3] have been determined. Thermogravimetric analysis of the four lithium salts show that they are thermally stable up to around 200 °C. Pyrolysis combustion flow calorimetry reveals that these salts produce high char yields upon combustion.

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supporting

confidence: 72%

supporting

confidence: 67%

mentioning

confidence: 99%

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Phosphoryl‐Rich Flame‐Retardant Ions (FRIONs): Towards Safer Lithium‐Ion Batteries

et al. 2014

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“…The structure of a binuclear lithium ± boron complex [22] with the 1,7-aza,4-11-oxacyclododecane derivative shown in Scheme 2 b (from now on deonted as LiBN 2 O 6 ) was retrieved. The overall structures of 6 and LiBN 2 O 6 are very similar in that both feature: 1) the quite common [3333] C corners [23] conformation for the [12]aneN 4 [24] and [12]aneN 2 O 2 rings; 2) the aromatic arms folded towards the macrocyclic cavity with a head-to-tail arrangement; 3) a very similar coordination polyhedron around the two alkali cations.…”

Section: Resultsmentioning

confidence: 99%

Molecular Switch Triggered by Solvent Polarity: Synthesis, Acid–Base Behavior, Alkali Metal Ion Complexation, and Crystal Structure

Ambrosi¹,

Dapporto²,

Formica³

et al. 2003

Chemistry A European J

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The synthesis and characterization of the new tetraazamacrocycle L, bearing two 1,1'-bis(2-phenol) groups as side-arms, is reported. The basicity behavior and the binding properties of L toward alkali metal ions were determined by means of potentiometric measurements in ethanol/water 50:50 (v/v) solution (298.1+/-0.1 K, I=0.15 mol dm(-3)). The anionic H(-1)L(-) species can be obtained in strong alkaline solution, indicating that not all of the acidic protons of L can be removed under the experimental conditions used. This species behaves as a tetraprotic base (log K(1)=11.22, log K(2)=9.45, log K(3)=7.07, log K(4)=5.08), and binds alkali metal ions to form neutral [MH(-1)L] complexes with the following stability constants: log K(Li)=3.92, log K(Na)=3.54, log K(K)=3.29, log K(Cs)=3.53. The arrangement of the acidic protons in the H(-1)L(-) species depends on the polarity of the solvents used, and at least one proton switches from the amine moiety to the aromatic part upon decreasing the polarity of the solvent. In this way two different binding areas, modulated by the polarity of solvents, are possible in L. One area is preferred by alkali metal ions in polar solvents, the second one is preferred in solvents with low polarity. Thus, the metal ion can switch from one location to the other in the ligand, modulated by the polarity of the environment. A strong hydrogen-bonding network should preorganize the ligand for coordination, as confirmed by MD simulations. The crystal structure of the [Na(H(-1)L)].CH(3)CN complex (space group P2(1)/c, a=12.805(1), b=20.205(3), c=14.170(2) A, beta=100.77(1) degrees, V=3601.6(8) A(3), Z=4, R=0.0430, wR2=0.1181), obtained using CH(2)Cl(2)/CH(3)CN as mixed solvent, supports this last aspect and shows one of the proposed binding areas.

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“…Therefore, to prevent the oxidation of the ligand L2 complexation must be carried out under inert atmosphere, such as argon [14].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of a new stable peristatic chiral pseudocryptand for simultaneous binding of boron and sodium

Toğrul

Hoşgören

Topal

et al. 2005

Journal of Heterocyclic Chemistry

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Borocryptands : Synthesis and Structural Analysis of a Lithium Borocryptate

Cited by 19 publications

References 14 publications

Phosphoryl‐Rich Flame‐Retardant Ions (FRIONs): Towards Safer Lithium‐Ion Batteries

Phosphoryl‐Rich Flame‐Retardant Ions (FRIONs): Towards Safer Lithium‐Ion Batteries

Molecular Switch Triggered by Solvent Polarity: Synthesis, Acid–Base Behavior, Alkali Metal Ion Complexation, and Crystal Structure

Synthesis of a new stable peristatic chiral pseudocryptand for simultaneous binding of boron and sodium

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