458561-35-8

Upstream product

• 447463-65-2 1,2,4,5-tetrakis(tert-butylthio)benzene 

Downstream Products

• 910912-05-9 bis(8-ethoxycarbonyl)tris(2,2,6,6-tetramethylbenzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol 
• 76-84-6 triphenylmethyl alcohol 
• 447463-75-4 tris[8-ethoxycarbonyl-2,2,6,6-tetramethylbenzo[1,2-d:4,5-d']bis-([1,3]dithiole)-4-yl]methanol 

Relevant academic research and scientific papers

Trityl Radicals with a Combination of the Orthogonal Functional Groups Ethyne and Carboxyl: Synthesis without a Statistical Step and EPR Characterization

Finland trityl radical (FTR) shows very attractive EPR spectroscopic properties for a manifold of applications. For most of its applications only one chemically reactive functional group is needed. The presence of three equally reactive carboxyl groups leads to FTR modifications through reactions which give statistical mixtures of 1-fold-, 2-fold-, and 3-fold-modified and unmodified FTR. To avoid the side effects of such a statistical reaction - limited yields and separation challenges - we took a route to FTR-type trityl radicals with scaffold assembly by addition of an aryllithium with one type of substituent to a diarylketone with another type of substituent. This gave the two FTR-type trityl radicals 1 and 2 which carry a combination of the chemically orthogonal groups, carboxyl and triisopropylsilylethynyl. Standard column chromatography was sufficient for product isolation on all stages, whereby polar tagging helped. The EPR spectroscopic properties of the trityl radicals 1 and 2 in ethanol were determined in X and W bands. Their g anisotropy and T1 and T2 relaxation times make them spin labels as good as the benchmark FTR. This paper discloses also details on the synthesis of building blocks used for FTR preparation and improved access to the bare FTR scaffold.

Bi-radical compound composed of triaryl methyl radical and nitroxide radical and salt thereof and preparation method and application of bi-radical compound composed of triaryl methyl radical and nitroxide radical and salt thereof

The invention provides a bi-radical compound composed of a triaryl methyl radical and a nitroxide radical and salt thereof and a preparation method and application of the bi-radical compound composedof the triaryl methyl radical and the nitroxide radical and the salt thereof. A structural formula of the bi-radical compound is as shown in the formula 1; the formula is shown in the description; thepreparation method comprises the steps that a compound A1 and a compound A2 are subjected to acid amide condensation reaction to obtain a compound A3; the compound A3 and a compound A4 are subjectedto acid amide condensation reaction to obtain the bi-radical compound and the salt thereof. The portion, provided with both the nitroxide radical and the triaryl methyl radical, of a bi-radical polarization agent has the following advantages that the frequency matching ability is better, and the CE efficiency is higher; under a magic angle spinning condition, a depolarization effect does not exist, and a high field DNP enhancing effect is better; exchange interaction is stronger; the water solubility is good, so that the DNP enhancing multiple is high; by modifying R1, R2, R3, R4, R5 and R6 groups, exchange interaction can be improved moderately, bi-radical relaxation time can be prolonged moderately, and the bi-radical water solubility can be improved moderately, so that the DNP propertyof the polarization agent is improved.

Synthesis, Characterization, and Nanoencapsulation of Tetrathiatriarylmethyl and Tetrachlorotriarylmethyl (Trityl) Radical Derivativesí-A Study to Advance Their Applicability as in Vivo EPR Oxygen Sensors

Tissue oxygenation plays an important role in the pathophysiology of various diseases and is often a marker of prognosis and therapeutic response. EPR (ESR) is a suitable noninvasive oximetry technique. However, to reliably deploy soluble EPR probes as oxygen sensors in complex biological systems, there is still a need to investigate and improve their specificity, sensitivity, and stability. We reproducibly synthesized various derivatives of tetrathiatriarylmethyl and tetrachlorotriarylmethyl (trityl) radicals. Hydrophilic radicals were investigated in aqueous solution mimicking physiological conditions by, e.g., variation of viscosity and ionic strength. Their specificity was satisfactory, but the oxygen sensitivity was low. To enhance the capability of trityl radicals as oxygen sensors, encapsulation into oily core nanocapsules was performed. Thus, different lipophilic triesters were prepared and characterized in oily solution employing oils typically used in drug formulations, i.e., middle-chain triglycerides and isopropyl myristate. Our screening identified the deuterated ethyl ester of D-TAM (radical 13) to be suitable. It had an extremely narrow single EPR line under anoxic conditions and excellent oxygen sensitivity. After encapsulation, it retained its oxygen responsiveness and was protected against reduction by ascorbic acid. These biocompatible and highly sensitive nanosensors offer great potential for future EPR oximetry applications in preclinical research.

TRIARYLMETHYL RADICALS

New radical compounds, useful in the field of MRI imaging of formula (I). The radical compounds are in particular new triarylmethyl ("trityl") radicals which can be used as polarizing agents for polarizing a molecule in the DNP process.

Generation of trityl radicals by nucleophilic quenching of tris(2,3,5,6-tetrathiaaryl)methyl cations and practical and convenient large-scale synthesis of persistent tris(4-carboxy-2,3,5,6-tetrathiaaryl)methyl radical

Tris(2,3,5,6-tetrathiaaryl)methyl cations, which were generated from the corresponding triarylmethanols in the presence of strong acids, underwent reaction with nucleophiles to give trityl radicals, as the product of a one-electron reduction of the carbocation. Depending on the nature of the nucleophile, the only byproducts were either diamagnetic quinone methides or asymmetrical monosubstituted trityl radicals. Herein, we report a protocol for the large-scale synthesis of the Finland trityl, which has the advantage of high overall yield and reproducibility. Tris(2,3,5,6-tetrathiaaryl)methyl cations, which were generated from the corresponding triarylmethanols and strong acids, underwent reaction with nucleophiles to give trityl radicals. Depending on the nucleophile, the only byproducts were diamagnetic quinone methides or asymmetrical monosubstituted trityl radicals. A protocol for the large-scale synthesis of the Finland trityl is reported. Copyright