Month: January 2023

Tuning the redox properties of photochromic diarylethenes by introducing electron-withdrawing substituents was written by Berberich, Martin;Wuerthner, Frank. And the article was included in Asian Journal of Organic Chemistry in 2013.Computed Properties of C9H7BrS This article mentions the following:

A series of seven photochromic diarylethenes (DAEs) with various electron-withdrawing substituents and their resp. closed-form isomers (DAE_C) was synthesized and the optical and redox properties of these photochromes were investigated by UV/visible absorption spectroscopy and cyclic voltammetry. Our comparative studies with these DAEs revealed that the absorption properties of the closed forms and the redox potentials of the open and closed isomers appreciably depend on the number and nature of the electron-withdrawing groups introduced into the DAE unit. The DAE derivatives can be photochem. switched between two different states with different redox properties. Most prominently, the photochrome with two nitro groups has a first reduction potential for the open form of -1.51 V and for the corresponding closed form of -0.96 V, and, therefore, is particularly interesting as switchable electron-acceptor moiety in photochromic systems. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Computed Properties of C9H7BrS).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, sertaconazole, and also BTCP.Computed Properties of C9H7BrS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Synthesis and properties of 1-(2-methyl-3-benzothiophene)-2-[2-methyl-5-(3-fluoro-4-chloro)phenyl-3-thienyl]perfluorocyclopentene was written by Liao, Guanming;Zheng, Chunhong;Pu, Shouzhi. And the article was included in Advanced Materials Research (Durnten-Zurich, Switzerland) in 2015.Category: benzothiophene This article mentions the following:

An asym. photochromic diarylethene 1-(2-methyl-3-benzothiophene)-2-[2-methyl-5-(3-fluoro-4-chlorophenyl)-3-thienyl]perfluorocyclopentene (I) was synthesized and its photochromic, fluorescent properties were investigated in detail. This compound exhibited remarkable photochromism, upon irradiation with 297 nm UV light, the colorless solution of I turned to violet red with a new visible absorption band centered at 538 nm (ε = 1.17 Χ 10⁴ L mol^-1 cm^-1) attributable to the closed-ring isomer. The kinetic experiments showed that the cyclization and cycloreversion processes were zeroth and first order reaction, resp. Moreover, diarylethene I also exhibited obviously fluorescence switches along with the photochromism. The emission intensity of diarylethene I in a photostationary state was quenched to ca. 27% in hexane. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Category: benzothiophene).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) belongs to benzothiophene derivatives. Functionalized benzothiophenes are important constructs found in molecules with wide ranging biological activity and in organic materials. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Category: benzothiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Easily-soluble heteroacene bis(benzothieno)silole derivatives for sensing of nitro explosives was written by Zhao, Yunfang;Hao, Wanglong;Ma, Wangjing;Zang, Zhanzhan;Zhang, Huarong;Liu, Xiaoxia;Zou, Sufen;Zhang, Haixia;Liu, Weichao;Gao, Jianhua. And the article was included in New Journal of Chemistry in 2014.Electric Literature of C8H4Br2S This article mentions the following:

Three new heteropentacene derivatives I (4–6; R¹ = R² = Me; R¹ = R² = C₆H₁₃; R¹ = Me, R² = H) based on bis(benzothieno)silole were synthesized. The XRD characterization reveals that the crystal structures of the heteropentacenes can be significantly influenced by the Me substitution. The optical and electrochem. properties were investigated and the exptl. results confirm that the silole motif lowers the LUMO level of the heteropentacenes. Preliminary results show that the insertion of silole ring systems into rigid heteropentacenes leads to an improved solubility and high fluorescence quantum yield up to 0.74 in solution, which indicates the potential of these new silole-containing compounds for photonic and photoelec. applications. The strong and sensitive fluorescence quenching behavior towards picric acid (PA) demonstrates that the silole-containing heteropentacene derivatives are also promising fluorescent sensor materials for detecting the nitro-containing explosives. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Electric Literature of C8H4Br2S).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. Its aromaticity makes it relatively stable, although as a heterocycle, it has reactive sites which allow for functionalization.Electric Literature of C8H4Br2S

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Unsymmetrical Thienopentalenes: Synthesis, Optoelectronic Properties, and (Anti)aromaticity Analysis was written by Gazdag, Tamas;Mayer, Peter J.;Kalapos, Peter Pal;Holczbauer, Tamas;El Bakouri, Ouissam;London, Gabor. And the article was included in ACS Omega in 2022.Application of 6287-82-7 This article mentions the following:

The synthesis and properties of a series of unsym. thienopentalenes are explored, including both monoareno and diareno derivatives For the synthesis of monoareno pentalenes, a carbopalladation cascade reaction between alkynes and gem-dibromoolefins was applied. Diareno pentalene derivatives were accessed via gold-catalyzed cyclization of diynes. Thiophene was fused to pentalene in two different geometries via its 2,3 and 3,4 bonds. 2,3-Fusion resulted in increased antiaromaticity of the pentalene unit compared to the 3,4-fusion both in the monoareno and diareno framework. Monothienopentalenes that contained the destabilizing 2,3-fusion could not be isolated. For diareno derivatives, the aromatic character of the different aryl groups fused to the pentalene was not independent. Destabilizing fusion on one side resulted in alleviated aromaticity on the other side and vice versa. The synthesized mols. were characterized exptl. by ¹H NMR and UV-vis spectroscopies, cyclic voltammetry, and X-ray crystallog., and their aromatic character was assessed using magnetic (NICS and ACID) and electronic indexes (MCI and FLU). In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Application of 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The core structure is a part of various pharmaceutical substances and natural products. Due to its aromaticity, thiophenes do not exhibit the same properties as conventional thioethers.Application of 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Efficient and Practical Oxidative Bromination and Iodination of Arenes and Heteroarenes with DMSO and Hydrogen Halide: A Mild Protocol for Late-Stage Functionalization was written by Song, Song;Sun, Xiang;Li, Xinwei;Yuan, Yizhi;Jiao, Ning. And the article was included in Organic Letters in 2015.Synthetic Route of C9H7BrS This article mentions the following:

An efficient and practical system for inexpensive bromination and iodination of arenes as well as heteroarenes by using readily available DMSO (DMSO) and HX (X = Br, I) reagents is reported. This mild oxidative system demonstrates a versatile protocol for the synthesis of aryl halides. HX (X = Br, I) are employed as halogenating reagents when combined with DMSO which participates in the present chem. as a mild and inexpensive oxidant. This oxidative system is amenable to late-stage bromination of natural products. The kilogram-scale experiment (>95% yield) shows great potential for industrial application. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Synthetic Route of C9H7BrS).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) belongs to benzothiophene derivatives. Benzothiophene is a fused ring compound of thiophene ring and benzene ring, which is an important class of heterocycles with advantageous structures. It has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as leukotriene synthesis inhibitors and antifungals, as well as in many natural products.Synthetic Route of C9H7BrS

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Photodeoxygenation of dinaphthothiophene, benzophenanthrothiophene, and benzonaphthothiophene S-oxides was written by Zheng, X.;Baumann, S. M.;Chintala, S. M.;Galloway, K. D.;Slaughter, J. B.;McCulla, R. D.. And the article was included in Photochemical & Photobiological Sciences in 2016.HPLC of Formula: 6287-82-7 This article mentions the following:

The sulfoxides benzo[b]naphtho-[1,2,d]thiophene S-oxide, benzo[b]naphtho[2,1,d]thiophene S-oxide, benzo[b]phenanthro[9,10-d]thiophene S-oxide, dinaphtho[2,1-b:1′,2′-d]thiophene S-oxide, and dinaphtho[1,2-b:2′,1′-d]thiophene S-oxide all absorb light at longer wavelengths than DBTO. To determine if these sulfoxides could be used to generate O(³P), quantum yield studies, product studies, and computational anal. were performed. Quantum yields for the deoxygenation were up to 3 times larger for these sulfoxides compared to DBTO. However, oxidation of the solvent by these sulfoxides resulted in different ratios of oxidized products compared to DBTO, which suggested a change in deoxygenation mechanism. D. functional calculations revealed a much larger singlet-triplet gap for the larger sulfoxides compared to DBTO. This led to the conclusion that the examined sulfoxides could undergo deoxygenation by two different mechanisms. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7HPLC of Formula: 6287-82-7).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The electrophilic substitution of benzothiophene systems is much less regioselective than that of indoles. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, sertaconazole, and also BTCP.HPLC of Formula: 6287-82-7

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Photochromic composite properties and application in optical memory of a diarylethene with benzofuran unit was written by Jing, Shuhong;Cui, Shiqiang;Pu, Shouzhi. And the article was included in Advanced Materials Research (Durnten-Zurich, Switzerland) in 2012.HPLC of Formula: 10243-15-9 This article mentions the following:

A new photochromic diarylethene, 1-[2-methyl-(5-(4- dioxolane)phenyl) -3-thienyl]-2-(2-methyl-3-benzofuran) perfluorocyclopentene (1o), was synthesized and its photochromic and fluorescent properties were investigated. The product has been characterized by elemental analyses, NMR spectrometry, UV/vis spectrophotometry and Fluorescence spectrophotometry. This diarylethene exhibited reversible photochromism and notable fluorescence photoswitches both in solution and in PMMA films, changing from colorless to pink after irradiation with 297 nm UV light. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9HPLC of Formula: 10243-15-9).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) belongs to benzothiophene derivatives. Benzothiophene scaffolds are of great importance due to its increased presence in bioactive molecules. It is also used in the manufacturing of dyes such as thioindigo.HPLC of Formula: 10243-15-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Structure-activity relationships of SERMs optimized for uterine antagonism and ovarian safety was written by Richardson, Timothy I.;Frank, Scott A.;Wang, Minmin;Clarke, Christian A.;Jones, Scott A.;Ying, Bai-Ping;Kohlman, Dan T.;Wallace, Owen B.;Shepherd, Timothy A.;Dally, Robert D.;Palkowitz, Alan D.;Geiser, Andrew G.;Bryant, Henry U.;Henck, Judith W.;Cohen, Ilene R.;Rudmann, Daniel G.;McCann, Denis J.;Coutant, David E.;Oldham, Samuel W.;Hummel, Conrad W.;Fong, Kin C.;Hinklin, Ronald;Lewis, George;Tian, Hongqi;Dodge, Jeffrey A.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.Reference of 90560-10-4 This article mentions the following:

Structure-activity relationship studies are described, which led to the discovery of novel selective estrogen receptor modulators (SERMs) for the potential treatment of uterine fibroids. The SAR studies focused on limiting brain exposure and were guided by computational properties. Compounds with limited impact on the HPO axis were selected using serum estrogen levels as a biomarker for ovarian stimulation. In the experiment, the researchers used many compounds, for example, 6-Methoxybenzo[b]thiophene (cas: 90560-10-4Reference of 90560-10-4).

6-Methoxybenzo[b]thiophene (cas: 90560-10-4) belongs to benzothiophene derivatives. Benzothiophene is used as starting material for the synthesis of bioactive molecules. The core structure is a part of various pharmaceutical substances and natural products. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, and sertaconazole, and also BTCP.Reference of 90560-10-4

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Robust Palladium-Catalyzed Arylation of Catalyst-Poisoning ortho-Sulfanyl Aryl Halides with Tetraarylborates and Its Application to Synthesis of π-Extended Dibenzothiophenes was written by Vasu, Dhananjayan;Hausmann, Jan Niklas;Saito, Hayate;Yanagi, Tomoyuki;Yorimitsu, Hideki;Osuka, Atsuhiro. And the article was included in Asian Journal of Organic Chemistry in 2017.Application In Synthesis of 2,3-Dibromobenzo[b]thiophene This article mentions the following:

Bis(tri-tert-butylphosphine)palladium-catalyzed arylation of ortho-sulfanyl aryl halides with sodium tetraarylborates proceeds smoothly without any addnl. bases in high yields, providing a reliable route to 2-sulfanylbiaryls. The conditions are applicable to aryl chloride and iodide as well as bromides. A variety of functional groups were tolerated. This arylation protocol offers a practical solution to overcome the poisoning behavior of aryl sulfides in such cross-coupling arylation. In addition, this strategy provides a short and efficient access to dibenzothiophenes in combination with a Pummerer-type cyclization. In the experiment, the researchers used many compounds, for example, 2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7Application In Synthesis of 2,3-Dibromobenzo[b]thiophene).

2,3-Dibromobenzo[b]thiophene (cas: 6287-82-7) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. It has been used as a raw material for the synthesis of biologically active structures and is found in pharmaceuticals such as leukotriene synthesis inhibitors and antifungals, as well as in many natural products.Application In Synthesis of 2,3-Dibromobenzo[b]thiophene

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Convenient synthesis of photochromic symmetrical or unsymmetrical bis(heteroaryl)maleimides via the Suzuki-Miyaura cross-coupling reaction was written by El Yahyaoui, A.;Felix, G.;Heynderickx, A.;Moustrou, C.;Samat, A.. And the article was included in Tetrahedron in 2007.Reference of 10243-15-9 This article mentions the following:

A general method for the synthesis of sym. or unsym. bis(heteroaryl)maleimides by a one-pot procedure involving Suzuki-Miyaura cross-coupling sequence was developed on the basis of the reaction of 3,4-diiodo-1-benzyl-1H-pyrrole-2,5-dione with cyclic boronate esters using [1,1′-bis(diphenylphosphino)-ferrocene]dichloropalladium(II) as the catalyst. Photochromic properties of the products were examined In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9Reference of 10243-15-9).

3-Bromo-2-methylbenzo[b]thiophene (cas: 10243-15-9) belongs to benzothiophene derivatives. Benzothiophene is relatively a stable molecule. The core structure is a part of various pharmaceutical substances and natural products. It is found within the chemical structures of pharmaceutical drugs such as raloxifene, zileuton, sertaconazole, and also BTCP.Reference of 10243-15-9

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem