106120-04-1Relevant articles and documents
ADMET Polymers Containing Precisely Spaced Pendant Boronic Acids and Esters
Simocko, Chester,Young, Thomas C.,Wagener, Kenneth B.
, p. 5470 - 5473 (2015)
Precise aryl boronic ester- and acid-containing polymers have been synthesized via acyclic diene metathesis. High-molecular weight phenyl boronic acid polymers were synthesized. Cross-linked phenyl boronic acid polymers were also synthesized and demonstrate a unique crystallization behavior not usually seen in cross-linked polymers. (Graph Presented).
A Revised Modular Approach to (–)-trans-Δ8-THC and Derivatives Through Late-Stage Suzuki–Miyaura Cross-Coupling Reactions
Bloemendal, Victor R. L. J.,Sondag, Daan,Elferink, Hidde,Boltje, Thomas J.,van Hest, Jan. C. M.,Rutjes, Floris P. J. T.
, p. 2289 - 2296 (2019)
A revised modular approach to various synthetic (–)-trans-Δ8-THC derivatives through late-stage Suzuki–Miyaura cross-coupling reactions is disclosed. Ten derivatives were synthesized allowing both sp2- and sp3-hybridized cross-coupling partners with minimal β-hydride elimination. Importantly, we demonstrate that a para-bromo-substituted THC scaffold for Suzuki–Miyaura cross-coupling reactions has been initially reported incorrectly in recent literature.
Metal-free OLED triplet emitters by side-stepping Kasha's rule
Chaudhuri, Debangshu,Sigmund, Eva,Meyer, Annemarie,Roeck, Lisa,Klemm, Philippe,Lautenschlager, Sebastian,Schmid, Agnes,Yost, Shane R.,Vanvoorhis, Troy,Bange, Sebastian,Hoeger, Sigurd,Lupton, John M.
, p. 13449 - 13452 (2013)
Keeping it light: Most organic fluorophores do not show useful emission from the triplet excited state. A new class of materials is presented for organic light-emitting diodes that exhibit phosphorescence under electrical excitation, even at room temperat
Acylative desymmetrization of cyclic meso-1,3-diols by chiral DMAP derivatives
Mandai, Hiroki,Hironaka, Tsubasa,Mitsudo, Koichi,Suga, Seiji
supporting information, p. 471 - 474 (2021/03/15)
An efficient enantioselective acylative desymmetrization of cyclic meso-1,3-diols was developed by using a chiral DMAP derivative 1e having a 1,1¤-binaphthyl unit. The reactions required only 0.5mol% of the catalyst and showed good to excellent enantioselectivity. With this transformation, 5a, a key building block for the synthesis of natural products, was easily obtained in almost enantiomerically pure form after a single recrystallization. Control experiments revealed that tert-alcohol units on the catalyst were responsible for both the catalytic activity and enantioselectivity.
Total synthesis of decarboxyaltenusin
Warmuth, Lucas,Wei?, Aaron,Reinhardt, Marco,Meschkov, Anna,Schepers, Ute,Podlech, Joachim
supporting information, p. 224 - 228 (2021/02/26)
The total synthesis of decarboxyaltenusin (5'-methoxy-6-methyl-[1,1'-biphenyl]-3,3',4-triol), a toxin produced by various mold fungi, has been achieved in seven steps in a yield of 31% starting from 4-methylcatechol and 1-bromo-3,5-dimethoxybenzene, where
Columnar Propeller-Like 1,3,5-Triphenylbenzenes: Probing the Effect of Chlorine on the Suzuki Cross-Coupling and Liquid Crystalline Properties
Grunwald, Marco André,W?hrle, Tobias,Forschner, Robert,Baro, Angelika,Laschat, Sabine
supporting information, p. 2190 - 2198 (2020/03/03)
Suzuki cross-couplings either between chlorinated N-methyliminodiacetic acid (MIDA)-protected aryl boronates and 1,3,5-tribromobenzene or between chlorinated aryl bromides and phenyltrisboronic species to star-shaped 1,3,5-triphenylbenzenes with different substitution patterns and chloro substituents at the outer phenyl rings were studied. The chlorinated precursors required for the respective reaction were synthesized and characterized. Depending on the used coupling reaction target triphenylbenzenes were isolated in yields between 42 % and 88 %. Their mesomorphic properties were influenced by the substitution pattern and number of peripheral chlorine atoms. Triphenylbenzene with 3,5-alkoxy substitution and H in para-position self-assembled into either columnar hexagonal (Colh) mesophases or a soft crystal. While threefold chloro substitution in meta-position of the outer phenyl rings led to stable room temperature Colho phases, triphenylbenzenes with threefold para-chloro or 3,5-dichloro substitution were non-mesomorphic. Based on X-ray diffraction data a helical packing model for the observed phases similar to that of related alkoxy-substituted triphenylbenzenes was proposed.
CONJUGATED CHEMICAL INDUCERS OF DEGRADATION AND METHODS OF USE
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Page/Page column 442; 461-462, (2020/05/28)
The subject matter described herein is directed to antibody-CIDE conjugates (Ab-CIDEs), to pharmaceutical compositions containing them, and to their use in treating diseases and conditions where targeted protein degradation is beneficial.
Kolbe-Schmitt type reaction under ambient conditions mediated by an organic base
Sadamitsu, Yuta,Okumura, Akira,Saito, Kodai,Yamada, Tohru
supporting information, p. 9837 - 9840 (2019/08/20)
The combined use of an organic base for resorcinols realized a Kolbe-Schmitt type reaction under ambient conditions. When resorcinols (3-hydroxyphenol derivatives) were treated with DBU under a carbon dioxide atmosphere, nucleophilic addition to carbon dioxide proceeded to afford the corresponding salicylic acid derivatives in high yields.
o-xylylene bis(triethyl ammonium tribromide) as a mild and recyclable reagent for rapid and regioselective bromination of anilines and phenols
Hemati, Roya,Shahvelayati, Ashraf S.,Yadollahzadeh, Khadijeh
, p. 682 - 687 (2018/07/14)
Background: o-Xylylene bis(triethyl ammonium tribromide) (OXBTEATB) as a recyclable and high bromine containing di-(tribromide) reagent has been employed for the bromination of various organic substrates such as phenol and aniline or its derivatives. This catalyst can be recovered and reused several times. Methods: Aryl bromides shown in Table 1, were easily produced from bromination of aromatic compounds by OXBTEATB. This high-yield process lets the reagents to be recycled and reused. Results: As shown in Table 1, substituted anilines, phenols and β-naphthol were found to be the most reactive and immediately converted to the corresponding mono-brominated products by OXBTEATB. Conclusion: OXBTEATB can be considered a solidified bromine. This novel reagent has variable solubility in different polar protic and aprotic solvents but insoluble in non-polar aprotic solvent. Subsequently, OXBTEATB can be recognized as a more useful brominating and regioselective catalyst than the liquid bromine.
Lone pair-π: Vs. σ-hole-π interactions in bromine head-containing oxacalix[2]arene[2]triazines
Naseer, Muhammad Moazzam,Bauzá, Antonio,Alnasr, Hazem,Jurkschat, Klaus,Frontera, Antonio
, p. 3251 - 3257 (2018/06/18)
Two new bromine head-containing oxacalix[2]arene[2]triazines were designed and synthesized. Owing to the bromine head and complementary V-shaped cavity, the solid state structure of oxacalix[2]arene[2]triazine having N,N-dipropylamino substituents showed