67713-23-9Relevant academic research and scientific papers
Design, synthesis and structure of a frustrated benzoxaborole and its applications in the complexation of amines, amino acids, and protein modification
Bhangu, Jasmine,Hall, Dennis G.,Whittal, Randy M.
, p. 3492 - 3500 (2020)
This study describes the design and synthesis of arylboronic acid 2, the first example of a permanently open "frustrated" benzoxaborole, along with an exploration of its application in bioconjugation. An efficient and high yielding seven-step synthesis was optimized. NMR experiments confirmed that compound 2 exists in the open ortho-hydroxyalkyl arylboronic acid structure 2-I, a form that is effectively prevented to undergo a dehydrative cyclization as a result of unfavorable geometry. Compound 2-I conjugates effectively with amines to form stable hemiaminal ether structures, including a highly effective reaction with lysozyme. Complexation with cysteine induces an open structure containing a free hydroxymethyl arm, with the amino and thiol groups reacting preferentially with the formyl group to form a N,S-acetal.
Preparation process 2-6 - dibromobenzoyl chloride
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Paragraph 0009; 0016-0018; 0029-0031; 0042-0044; 0054-0056;, (2021/01/24)
The invention discloses a preparation process for 2,6-dibromobenzene methylsulfonyl chloride. The preparation process comprises the following steps: with m-dibromobenzene as a starting raw material, subjecting the m-dibromobenzene to a five-step reaction of acylation, reduction, chlorine substitution, substitution and sulfonyl chlorination so as to obtain a target compound namely the 2,6-dibromobenzene methylsulfonyl chloride. The process provided by the invention uses cheap and easily-available raw materials, has good safety by using NCS to replace chlorine gas as a chlorinating agent, and facilitates practical application.
Functional Porphyrinic Metal–Organic Framework as a New Class of Heterogeneous Halogen-Bond-Donor Catalyst
Chen, Yu-Sheng,Cheng, Qigan,Ma, Shengqian,Nafady, Ayman,Shan, Chuan,Wojtas, Lukasz,Zhang, Weijie,Zhang, X. Peter
supporting information, p. 24312 - 24317 (2021/10/04)
Biomimetic metal-organic frameworks have attracted great attention as they can be used as bio-inspired models, allowing us to gain important insights into how large biological molecules function as catalysts. In this work, we report the synthesis and utilization of such a metal-metalloporphyrin framework (MMPF) that is constructed from a custom-designed ligand as an efficient halogen bond donor catalyst for Diels–Alder reactions under ambient conditions. The implementation of fabricated halogen bonding capsule as binding pocket with high-density C?Br bonds enabled the use of halogen bonding to facilitate organic transformations in their three-dimensional cavities. Through combined experimental and computational studies, we showed that the substrate molecules diffuse through the pores of the MMPF, establishing a host-guest system via the C?Br???π interaction. The formation of halogen bonds is a plausible explanation for the observed boosted catalytic efficiency in Diels–Alder reactions. Moreover, the unique capability of MMPF highlights new opportunities in using artificial non-covalent binding pockets as highly tunable and selective catalytic materials.
Photophysical Properties of Silyl-Substituted Stilbene Derivatives
Maeda, Hajime,Horikoshi, Ryo,Yamaji, Minoru,Furuyama, Taniyuki,Segi, Masahito
supporting information, p. 3410 - 3422 (2020/06/17)
The effects of silyl groups on the structural, absorption, fluorescence, and photoisomerization properties of stilbenes were investigated. In comparison to that of the parent stilbene (1), fluorescence quantum yields (Φf) of Me3Si-substituted stilbenes 2–4 and 6 in solution were higher. Derivative 5, in which Me3Si groups are present at all ortho positions of the arene moieties, did not fluoresce at room temperature. The absorption and fluorescence wavelength maxima of Me3SiMe2Si-substituted stilbene 7 occurred at longer wavelengths compared to those of the Me3Si analog 2. The results of theoretical calculations showed that this difference is a consequence of an increase in the HOMO energy of 7 caused by orbital interaction between π-system and the σ(Si–Si) orbital. Stilbene 14, with two Me3Si-C≡C groups at both para positions, had a high Φf (0.95). The calculated transition dipole moment (μ) was well correlated with Φf. Derivative 21, which contains Ph2N and Me3SiC≡C groups exhibited solvatofluorochromism because it possesses a twisted intramolecular charge transfer (TICT) excited state in which the Ph2N group and the aromatic ring are orthogonal.
ISOCHROMAN COMPOUNDS AND USES THEREOF
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Paragraph 0387; 0389-0390, (2019/02/15)
Compounds of Formula I are described, as are pharmaceutical compositions containing such compounds. Methods of treating neurological or psychiatric diseases and disorders in a subject in need are also disclosed.
Cysteine feed additive and preparation method thereof
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Paragraph 0017-0028, (2019/03/15)
The invention discloses a cysteine feed additive and a preparation method thereof, and belongs to the technical field of synthesis of feed additives. The technical scheme of the invention is as shownin specification. Compared with the prior art, the cysteine feed additive has the beneficial effects that the synthetic method of the invention is simple, a molecular structure is novel, and the cysteine feed additive can serve as an active methionine source, can act on nickel ions in urease protein target spots, has a certain inhibition effect on urease, and is expected to be further popularizedand used as a composite feed additive.
Method for preparing 2, 6-dibromobenzaldehyde
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Paragraph 0029-0040, (2019/03/23)
The invention discloses a method for preparing 2, 6-dibromobenzaldehyde, and belongs to the technical field of organic synthesis. According to the key points of the technical scheme: benzene sulfonicacid is used as a raw material, selective bromination is firstly carried out, substitution reaction is carried out on N, N-dimethyl formamide, and finally the sulfonic acid group is removed to obtainthe 2, 6-dibromobenzaldehyde. Compared with the prior art, the method has the advantages that the synthesis method is simple, the raw materials are low in price, and industrial production is facilitated.
Palladium-catalyzed ortho-C(sp2)[sbnd]H bromination of benzaldehydes via a monodentate transient directing group strategy
Yong, Qiyun,Sun, Bing,Zhang, Fang-Lin
supporting information, (2019/11/03)
A facile and efficient monodentate transient directing group strategy was developed to enable the palladium-catalyzed ortho-C(sp2)[sbnd]H bromination of benzaldehydes. A broad scope of benzaldehydes were transformed into the desired products by employing 2-amino-5-chlorobenzotrifluoride as a monodentate transient directing group, demonstrating good functional group tolerance. Mild reaction conditions and no requirement for a silver salt are also features of this strategy.
NOVEL ORGANIC HETEROCYCLIC COMPOUND AND LIGHT-EMITTING DEVICE COMPRISING SAME
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Paragraph 0106-0107, (2018/03/28)
The present invention relates to an organic light-emitting compound represented by [Chemical Formula A] and an organic light-emitting device. In Chemical Formula, A, X, Y, Z, and the substituents R1 to R8, and R11 to R20 are as defined in the specification.
MODULATORS OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR
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Page/Page column 805-806, (2021/02/10)
The present invention features a compound of formula I: or a pharmaceutically acceptable salt thereof, where R1, R2, R3, W, X, Y, Z, n, o, p, and q are defined herein, for the treatment of CFTR mediated diseases, such as cystic fibrosis. The present invention also features pharmaceutical compositions, method of treating, and kits thereof.
