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Chemical Structure| 105560-52-9

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Roberts, Tyler J ; Katz, Ava G ; Boggess, Anna E ; Soika, Jennifer K ; Reinheimer, Eric W ; Nataro, Chip

Abstract: Tetrakis(3,5-bis(trifluoromethyl)phenyl)borate ([BArF24]) stabilizes reactive cations; however, compounds capable of activating a B−C bond in this anion exist. We investigated the catalytic activity of gold(I) compounds with bis(phosphino)metallocene ligands, [(AuCl)2(μ-PP)] (PP = 1,1′-bis(diphenylphosphino)ferrocene (dppf), 1,1′-bis(diisopropylphosphino)ferrocene (dippf), 1,1′-bis(dicyclohexylphosphino)ferrocene (dcpf), 1,1′-bis(ditert-butylphosphino)ferrocene (dtbpf), 1-diphenylphosphino-1′-ditert-butylphosphino-ferrocene (dppdtbpf), or 1,1′-bis(diphenylphosphino)ruthenocene (dppr)). These compounds displayed minimal catalytic activity unless Na[BArF24] was added, though the active species remains unidentified. Reactions of Na[BArF24] with [(AuCl)2(μ-PP)] revealed [(AuCl)2(μ-PP)] (PP = dppf, dippf, dcpf, dtbpf, or dppdtbpf), gave single products, [(AuArF)24(μ-PP)] (ArF = 3,5-C6H3(CF3)2), by 31P{1H} NMR spectroscopy. These were characterized, and X-ray structures of three compounds (PP = dppf, dippf, or dtbpf) were determined. For dtbpf, an intermediate compound, [Au2(μ-ArF)(μ-dtbpf)][BArF24], was isolated and structurally characterized. The [(AuArF)2(μ-PP)] and related [(AuPh)2(μ-PP)] compounds were also prepared by the addition of RB(OH)2 (R = ArF or Ph) to [(AuCl)2(μ-PP)]. X-ray structures of [(AuPh)F(μ-PP)] (PP = dppf or dcpf) were determined. Their electrochemistry was investigated by cyclic voltammetry. The role of the ferrocenyl backbone of the ligands was examined by performing reactions in the presence of chemical oxidants. These reactions provide suggest a combination of the ferrocenyl backbone, the substituents on the phosphorus atoms, and the [B(aryl)4] play significant roles in this chemistry.

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Long Li ; Carlin Thompson ; Xuewei Wang ;

Abstract: Paper-based ion-selective optodes (ISOs) allow for low-cost ion measurements using widely accessible optical detectors such as smartphones, representing an attractive analytical platform for medical testing and environmental monitoring. Previously reported paper-based ISOs rely on plasticized PVC membranes or PVC/plasticizer-free adsorption layers containing hydrophobic sensing chemicals. In this paper, we studied a new format of paper-based ISOs, in which a plasticizer phase containing sensing chemicals is deposited onto paper without using a hydrophobic polymer like PVC. Compared to ISOs without plasticizers and polymers, the plasticizer-based ISOs show much higher pH sensitivity when using chromoionophore I and tetrakis[3,5-bis(trifluoromethyl)phenyl]borate as the sensing chemicals. When the sensing layer further contains a solid ionophore with high molecular rigidity, the plasticizer-based ISOs for cations also exhibit enhanced sensitivity than the plasticizer-free ISOs. However, when the ionophore is a liquid at room temperature or has a long chain, the plasticizer-based and plasticizer-free ISOs have comparable responses because the ionophore behaves as a pseudo-plasticizer. Compared to ISOs with both plasticizers and polymers, the elimination of hydrophobic polymers like PVC makes inkjet printing more efficient and preserves the capillary action of the porous paper. By using the newly launched Samba cartridge with smaller nozzles, the plasticizer-based and polymer-free optodes for , , and ions are prepared by inkjet printing for the first time. In an example application, the inkjet-printed plasticizer-based and polymer-free ISOs are used for colorimetric measurements of urine .

Keywords: Ionophore ; Ion-selective optode ; paper ; Inkjet printing ; Colorimetric

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Product Details of [ 105560-52-9 ]

CAS No. :105560-52-9
Formula : C32H12BF24K
M.W : 902.31
SMILES Code : FC(C1=CC(C(F)(F)F)=CC([B-](C2=CC(C(F)(F)F)=CC(C(F)(F)F)=C2)(C3=CC(C(F)(F)F)=CC(C(F)(F)F)=C3)C4=CC(C(F)(F)F)=CC(C(F)(F)F)=C4)=C1)(F)F.[K+]
MDL No. :MFCD00077934
InChI Key :DGEVYOMQOPNBCY-UHFFFAOYSA-N
Pubchem ID :23694899

Safety of [ 105560-52-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
 

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