Category: 25240-59-9

Brimble, Margaret A. published the artcileSynthesis of a dimeric pyranonaphthoquinone via a novel double furofuran annulation strategy, Related Products of alcohols-buliding-blocks, the publication is Tetrahedron Letters (1998), 39(31), 5647-5650, database is CAplus.

The first synthesis of a dimeric pyranonaphthoquinone (I) which is related to the naturally occurring dimeric pyranonaphthoquinones, e.g. actinorhodin and crisamycin, is described. The key biaryl (II) is prepared by means of a Suzuki coupling reaction, utilizing the Miyaura reagent to generate the organoboron coupling partner. The first example of a double annulation of a bisquinone with 2-trimethylsilyloxyfuran to afford a bisfuronaphthofuran (III) and subsequent double oxidative rearrangement to a dimeric pyranonaphthoquinone is described.

Tetrahedron Letters published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Kondo, Hiroki published the artcileσ-Bond Hydroboration of Cyclopropanes, Application of 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, the publication is Journal of the American Chemical Society (2020), 142(25), 11306-11313, database is CAplus and MEDLINE.

Hydroboration of alkenes is a classical reaction in organic synthesis, in which alkenes react with boranes to give alkylboranes, with subsequent oxidation resulting in alcs. The double bond (π-bond) of alkenes can be readily reacted with boranes owing to its high reactivity. However, the single bond (σ-bond) of alkanes has never been reacted. To pursue the development of σ-bond cleavage, the authors selected cyclopropanes as model substrates since they present a relatively weak σ-bond. Herein, the authors describe an Ir-catalyzed hydroboration of cyclopropanes, resulting in β-Me alkylboronates. These unusually branched boronates can be derivatized by oxidation or cross-coupling chem., accessing designer products that are desired by practitioners of natural product synthesis and medicinal chem. Also, mechanistic studies and theor. studies revealed the enabling role of the catalyst.

Journal of the American Chemical Society published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Application of 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Vantourout, Julien C. published the artcileSpectroscopic Studies of the Chan-Lam Amination: A Mechanism-Inspired Solution to Boronic Ester Reactivity, SDS of cas: 25240-59-9, the publication is Journal of the American Chemical Society (2017), 139(13), 4769-4779, database is CAplus and MEDLINE.

We report an investigation of the Chan-Lam amination reaction. A combination of spectroscopy, computational modeling, and crystallog. has identified the structures of key intermediates and allowed a complete mechanistic description to be presented, including off-cycle inhibitory processes, the source of amine and organoboron reactivity issues, and the origin of competing oxidation/protodeboronation side reactions. Identification of key mechanistic events has allowed the development of a simple solution to these issues: manipulating Cu(I)→Cu(II) oxidation and exploiting three synergistic roles of boric acid has allowed the development of a general catalytic Chan-Lam amination, overcoming long-standing and unsolved amine and organoboron limitations of this valuable transformation.

Journal of the American Chemical Society published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C24H29N5O3, SDS of cas: 25240-59-9.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Bagherzadeh, Sharareh published the artcileCatalyst Control of Selectivity in CO₂ Reduction Using a Tunable Heterobimetallic Effect, COA of Formula: C6H13BO3, the publication is Journal of the American Chemical Society (2015), 137(34), 10898-10901, database is CAplus and MEDLINE.

A tunable bimetallic effect on product selectivity in catalytic CO₂ reduction was identified using N-heterocyclic carbene-ligated Cu complexes. While the monometallic Cu-only system catalyzes hydroboration of CO₂ with pinacolborane to produce formate exclusively, introducing a bimetallic effect with analogous Cu-Fe, Cu-W, and Cu-Mo catalysts produces mixtures of formate and CO. Within a series of isosteric catalysts, the selectivity of CO vs. formate was controlled by tuning the electronic nature of the Cu/M pairing, with high selectivity for CO being achieved using a Cu-Mo catalyst.

Journal of the American Chemical Society published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, COA of Formula: C6H13BO3.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Kautny, Paul published the artcileOxadiazole based bipolar host materials employing planarized triarylamine donors for RGB PHOLEDs with low efficiency roll-off, Safety of 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, the publication is Journal of Materials Chemistry C: Materials for Optical and Electronic Devices (2014), 2(11), 2069-2081, database is CAplus.

6 Novel triarylamine-containing oxadiazole compounds (o-PCzPOXD, o-ICzPOXD, o-TPATOXD, o-PCzTOXD, o-ICzTOXD, o-CzTOXD) were designed, synthesized and characterized concerning applications as host materials in PHOLED devices. To further improve the ortho-linkage concept, the impact of incorporating planarized electron-donating triarylamine (TAA) structures on intramol. charge transfer was examined The effect was evaluated for 2 series of electron-accepting oxadiazole scaffolds, realizing ortho-linkage on the benzene (POXD) and the thiophene (TOXD) cores. Thermal anal. shows increased glass-transition temperatures for planarized structures indicating an improved morphol. stability. A higher degree of planarization also results in significantly increased singlet and triplet energy values, revealing the impact on the intramol. charge transfer. Using the developed materials, red (o-TPATOXD: CE_max: 28.8 cd A^-1, EQE_max: 16.9%), green (o-PCzPOXD: CE_max: 62.9 cd A^-1, EQE_max: 17.1%) and blue (o-PCzPOXD: CE_max: 29.8 cd A^-1, EQE_max: 13.4%) devices were achieved showing remarkably low efficiency roll-off for planarized donors. This is the 1st report of efficient blue devices for this specific class of host materials. Probably the results correlate with an increasing ortho-linkage effect and decreasing donor strength of the TAA moiety by planarization and, thus, tackling 1 of the major challenges in PHOLED research: improving both triplet energy and compound stability.

Journal of Materials Chemistry C: Materials for Optical and Electronic Devices published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Safety of 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Fischer, F. published the artcilePreparation and properties of mono- and dipinaconeboric acid, Category: alcohols-buliding-blocks, the publication is Zeitschrift fuer Chemie (1964), 4(8), 301-2, database is CAplus.

By repeating the preparation of monopinaconeboric acid (I) by Hermans (CA 19, 1386), I, m. 68-72°, was obtained only occasionally; most of the time a mixture, m. 60-180°, was formed which, recrystallized several times from petr. ether, gave dipinaconeboric acid (II), m. 218-25°. Some of the tautomeric forms are shown. Pinacone-6H₂O (III) and 1.6-2 equivalents B(OH)₃ (IV) as concentrated aqueous solutions mixed and evaporated in vacuo over concentrated H₂SO₄, and the residue extracted 8 hrs. with petr. ether gave I, readily soluble in H₂O and most organic solvents. Similar runs with IV and 2.5 equivalents III yielded II, b. 280°, m. 219-21° (Bu₂O), sparingly soluble in H₂O and most organic solvents. II becomes moist and deliquesces on proplonged standing in air. II dissolved in H₂O at room temperature within a few days (in 0.5 hr. at 100°) with decomposition to I, III, and IV. The infrared spectrum of I in CHCl₃ indicates that it is in equilibrium with a dimer; the equilibrium is shifted towards the dimer with increasing concentration The infrared spectrum of II indicates the formation of an acid complex at concentrations above 0.0125M.

Zeitschrift fuer Chemie published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Sun, Ying-Jie published the artcileRegioselective synthesis and anticancer evaluation of H₂O₂-activable nucleosides, Recommanded Product: 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, the publication is Chemical Communications (Cambridge, United Kingdom) (2020), 56(48), 6484-6487, database is CAplus and MEDLINE.

We describe here the design, synthesis, and biol. evaluation of H₂O₂-activatable dioxaboronalyl nucleosides via an efficient and regioselective functionalization of unprotected precursors. Biol. evaluation of a H₂O₂-specific responsive prodrug of gemecitabin demonstrates an extremely fast activation, low toxicity and enhanced anticancer effects in two cell lines.

Chemical Communications (Cambridge, United Kingdom) published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C18H17N5O3, Recommanded Product: 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Xu, Jian published the artcileA water-soluble BODIPY derivative as a highly selective “Turn-On” fluorescent sensor for H₂O₂ sensing in vivo, Product Details of C6H13BO3, the publication is Biosensors & Bioelectronics (2014), 58-63, database is CAplus and MEDLINE.

A type of BODIPY derivatives was designed and synthesized by the N-alkylation reaction of meso-(4-pyridinyl)-substituted BODIPY. The water-solubility of entire mol. was improved to a large extent as a result of the formation of cationic quaternary ammonium salt, while the strong fluorescence inherent to the BODIPY dye fragment is extinguished on alkylation of the pyridine N atom due to the photo-induced electron transfer (PET) process. The N-alkylated BODIPY derivative 4, as a novel water-soluble “Turn-On” fluorescent probe for the discrimination of H₂O₂, was constructed by incorporating 4-(Bromomethyl)benzeneboronic acid pinacol ester moiety, which showed highly selective fluorescent response to H₂O₂ against other interferences of ROS and RNS species under physiol. conditions, and the reaction mechanism of boronate oxidation was con by ¹H NMR, mass spectrum and optical spectroscopy anal. As a biocompatible probe in biol. systems, probe 4 was successfully applied for monitoring and imaging of H₂O₂ both in vitro and in vivo using HepG2/LO2 cells and angelfish.

Biosensors & Bioelectronics published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C24H29N5O3, Product Details of C6H13BO3.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Lang, Andreas published the artcileContribution to the chemistry of boron. Part 237. Bis(benzo-1,3,2-dioxaborolyl) oxide and 2-(2-hydroxyphenoxy)benzo-1,3,2-dioxaborole. Precursors for the synthesis of catecholborane (benzo-1,3,2-dioxaborole), Quality Control of 25240-59-9, the publication is Zeitschrift fuer Anorganische und Allgemeine Chemie (1997), 623(6), 901-907, database is CAplus.

The title compounds were prepared from B(OH)₃ with catechol with different stoichiometries and were characterized by NMR and x-ray structure anal. Bis(benzo-1,3,2-dioxaborolyl) oxide (I) has C₂ point group symmetry with a wide B-O-B bond angle (135.9°) in contrast to 2-(2-hydroxyphenoxy)benzo-1,3,2-dioxaborole which shows an almost planar mol. structure. These mols. form infinite chains in the solid state. 2-Hydroxy-1,3,2-dioxaborole crystallizes as a OH…O bridged dimer. Compound I proved to be a good starting material for the preparation of catecholborane.

Zeitschrift fuer Anorganische und Allgemeine Chemie published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Quality Control of 25240-59-9.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Kraetzschmar, Felix published the artcileSelenium-Catalyzed C(sp³)-H Acyloxylation: Application in the Expedient Synthesis of Isobenzofuranones, Name: 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, the publication is Chemistry – A European Journal (2015), 21(19), 7030-7034, database is CAplus and MEDLINE.

Oxidative Se-catalyzed C(sp³)-H bond acyloxylation has been used to construct a diverse array of isobenzofuranones from simple ortho-allyl benzoic acid derivatives The synthetic procedure employs mild reaction conditions and gives high chemoselectivity enabled by an inexpensive organodiselane catalyst. E.g., in presence of N-fluorobenzenesulfonimide and PhSeSePh, C(sp³)-H acyloxylation of o-allylated benzoic acid (I) gave 81% isobenzofuranone derivative (II). The presented approach offers a new synthetic pathway toward the core structures of phthalide natural products.

Chemistry – A European Journal published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Name: 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts