Tag: 200-300

《Transition-Metal-Free Site-Selective γ-C(sp2)-H Monoiodination of Arenes Directed by an Aliphatic Keto Group》 was written by Bian, Hong-Li; Tang, Shi-Zhong; Chen, Meng-En; Zhang, Xiao-Ming; Lv, Jian-Wei; Chen, Xiao-Wei; Qi, Feng-Ming; Chen, Shi-Wu; Zhang, Fu-Min. Category: bromides-buliding-blocks And the article was included in Organic Letters in 2020. The article conveys some information:

A general γ-C(sp2)-H iodination method directed by an aliphatic keto group has been developed under transition-metal-free conditions for the first time, generating iodoarenes I (X = (CH2)n; n = 0, 1, 2; R = H, 5-bromo, 3,4,5-trimethoxy, etc.; R1 = H, 2-iodophenyl; R2 = H; R1R2 = -CH=CH-CH=CH-), R3C(O)CH(R4)R5 (R3 = Me, Ph, 4-chlorophenyl, etc.; R4 = H, ethyl; R5 = 2-iodophenyl, 2-iodo-4,5-dimethoxyphenyl, 5-chloro-2-iodophenyl, etc.) and 7-(2-iodophenyl)-1,4-dioxaspiro[4.5]decan-8-one in good to excellent yields with excellent site selectivity. This protocol features a wide range of aryl-substituted ketones II, R3C(O)CH(R4)R6 (R6 = Ph, 4-methylphenyl, 4-fluorophenyl, etc.) and 7-phenyl-1,4-dioxaspiro[4.5]decan-8-one, short reaction times, mild reaction conditions, and scalable synthetic procedures. A possible reaction mechanism was also proposed based on several control experiments In the experiment, the researchers used many compounds, for example, 1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8Category: bromides-buliding-blocks)

1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8) is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.Category: bromides-buliding-blocks1-Bromo-3,4,5-trimethoxybenzene can be used to synthesize analogs of HA14-1, which shows promising anticancer properties.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Effects of Tuning Intramolecular Proton Acidity on CO2 Reduction by Mn Bipyridyl Species》 was written by Lense, Sheri; Grice, Kyle A.; Gillette, Kara; Wolf, Lucienna M.; Robertson, Grace; McKeon, Dylan; Saucedo, Cesar; Carroll, Patrick J.; Gau, Michael. COA of Formula: C5BrMnO5 And the article was included in Organometallics in 2020. The article conveys some information:

To understand the effect of intramol. proton acidity on CO2 reduction by Mn-bipyridyl species, three fac-Mn(CO)3 bipyridine complexes containing intramol. phenol groups of varying acidity were synthesized and electrochem., spectroscopic, and computational studies were performed. While the phenol group acidity has minimal influence on the metal center, the complex containing a fluoro-substituted (more acidic) phenol, MnBr(F-HOPh-bpy)(CO)3, exhibits a decreased catalytic to peak current ratio following the 2nd reduction compared to the complexes with unsubstituted or Me-substituted phenol groups (MnBr(HOPh-bpy)(CO)3 and MnBr(Me-HOPh-bpy)(CO)3, resp.). A 2nd process is also present in the catalytic wave for MnBr(F-HOPh-bpy)(CO)3. Also, MnBr(F-HOPh-bpy)(CO)3 exhibits decreased CO2 production and increased H2 production compared to MnBr(HOPh-bpy)(CO)3. Spectroelectrochem. under an inert atm. in the presence of H2O shows that following the 1st reduction, for both MnBr(F-HOPh-bpy)(CO)3 and MnBr(HOPh-bpy)(CO)3 the major product is a phenoxide-coordinated fac-(CO)3 species formed from reductive deprotonation and the minor product is a 6-coordinate Mn(I)-hydride. For both species, the major species following the 2nd reduction is the 5-coordinate anion believed to be the active catalyst for CO2 reduction, but the Mn(I) hydride persists as a minor species. The IR assignments are supported by theor. calculations Changes to the acidity of an intramol. substituent can have significant effects on catalytic performance and product selectivity of Mn(CO)3 bipyridine catalysts despite having minimal effect on the metal center, with a more acidic intramol. substituent increasing H2 production at the expense of CO2 reduction After reading the article, we found that the author used Bromopentacarbonylmanganese(I)(cas: 14516-54-2COA of Formula: C5BrMnO5)

Bromopentacarbonylmanganese(I)(cas: 14516-54-2) has many other uses. It is used in the formation of (eta6-arene)tricarbonylmanganese(I) by reacting with arene (arene= hexamethyl benzene, 1,2,4,5-tetramethyl benzene, mesitylene, p-xylene and toluene) in the presence silver salt.COA of Formula: C5BrMnO5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Kinetic study of the metal-dipeptide complex with ninhydrin facilitated by gemini (m-s-m) surfactant micelles》 was written by Azum, Naved; Kumar, Dileep. SDS of cas: 629-03-8 And the article was included in Scientific Reports in 2020. The article conveys some information:

The three Gemini (m-s-m; m (head group) = 16 and s (spacer) = 4, 5, 6) surfactants have been synthesized and their impact on reaction of zinc(II)-glycylleucine complex ([Zn(II)-Gly-Leu]+) and ninhydrin were studied at temperature (343 K) and pH (5.0) using spectroscopic method. Influence of several factors, viz., [Zn(II)-Gly-Leu]+, [ninhydrin], temperature and pH were also carried out on title reaction in geminis. Rates of reaction are the first-order path in concentration of [Zn(II)-Gly-Leu]+ complex and fractional order path in concentration of ninhydrin. The catalysis of gemini 16-s-16 surfactant micelles was investigated below and above their critical micelle concentration (cmc) value and detailed elaboration were provided in the text. In the present case, rate constants, kψ, increased on increasing geminis ([gemini] are below their cmc, region I) and stayed nearly constant (region II). The shape of (region I and II) surfactants ([gemini] = 0 to 400 × 10-5 mol dm-3) are similar to a cetyltrimethylammonium bromide, CTAB (single hydrophilic head group and hydrophobic part). Later, a sharp increment in rate was observed with higher [gemini] (region III, (Fig. 5)). The study was catalyzed and accelerated quite enough by geminis (at concentrations below their cmc) compared to aqueous An appropriate mechanism has been proposed for accounting for the distribution of reactants between aqueous and micellar pseudo phases. Resulting kinetic data were used to determine the binding constants of micelle-substrate (KB) and micelle-ninhydrin (KNin). The results came from multiple reactions, including the reaction of 1,6-Dibromohexane(cas: 629-03-8SDS of cas: 629-03-8)

1,6-Dibromohexane(cas: 629-03-8) is generally used to introduce C6 spacer in the molecular architecture. Some of the examples are: synthesis of solvent processable and conductive polyfluorene ionomers for alkaline fuel cell applications; synthesis of cross-linkable regioregular poly(3-(5-hexenyl)thiophene) (P3HNT) for stabilizing the film morphology in polymer photovoltaic cells.SDS of cas: 629-03-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《An efficient hydrogenation catalytic model hosted in a stable hyper-crosslinked porous-organic-polymer: from fatty acid to bio-based alkane diesel synthesis》 was published in Green Chemistry in 2020. These research results belong to Sarkar, Chitra; Shit, Subhash Chandra; Dao, Duy Quang; Lee, Jihyeon; Tran, Ngoc Han; Singuru, Ramana; An, Kwangjin; Nguyen, Dang Nam; Le, Quyet Van; Amaniampong, Prince Nana; Drif, Asmaa; Jerome, Francois; Huyen, Pham Thanh; Phan, Thi To Nga; Vo, Dai-Viet N.; Nguyen, Thanh Binh; Trinh, Quang Thang; Sherburne, Matthew P.; Mondal, John. Name: 1,4-Bis(bromomethyl)benzene The article mentions the following:

In this study, a Pd-based catalytic model over a nitrogen enriched fibrous Porous-Organic-Polymer (POP) is established to execute hydrodeoxygenation of various vegetable oils in producing potential large-scale renewable diesel. Here we report a cost-effective synthesis strategy for a new microporous hypercrosslinked POP through the FeCl3 assisted Friedel-Crafts alkylation reaction, followed by fabrication of Pd0-NPs (2-3 nm) using a solid gas phase hydrogenation route to deliver a novel catalytic system. This catalyst (called Pd@PPN) exhibits versatile catalytic performance for different types of vegetable oils including palm oil, soybean oil, sunflower oil and rapeseed oil to furnish long chain diesel range alkanes. The catalyst is comprehensively characterized using various spectroscopic tools and it shows high stability during five runs of recycling without leaching of Pd. Our results further reveal that a direct decarbonylation (DCN) pathway of fatty acids to produce alkanes with one fewer carbon is the dominant mechanism. Under optimized conditions, using stearic acid to represent the long linear carboxylic acids in the vegetable oils, up to 90% conversion with 83% selectivity of C17-alkane has been achieved on our fabricated catalyst. D. functional theory (DFT) calculations are performed to provide insights into the electronic properties of the catalyst, the mechanistic reaction pathway, the crucial role of the catalyst surface and the product selectivity trend. The strong interaction between the corrugated polymer-frame-structure and the Pd-NPs suggests the presence of high d. step sites on the fabricated Pd-NP anchored within the cage of the polymer structure. DFT calculations also reveal the strong promotional effect of step sites and charge transfer in facilitating rate-limiting steps during the decarbonylation (DCN) pathway and removal of strongly bound intermediates formed during the process, therefore explaining the high activity of the fabricated Pd@PPN catayst for the hydrodeoxygenation (HDO) conversion to produce bio-based alkane diesel. In the experimental materials used by the author, we found 1,4-Bis(bromomethyl)benzene(cas: 623-24-5Name: 1,4-Bis(bromomethyl)benzene)

1,4-Bis(bromomethyl)benzene(cas: 623-24-5) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides. Name: 1,4-Bis(bromomethyl)benzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Stereoselective synthesis of pentasubstituted 1,3-dienes via Ni-catalyzed reductive coupling of unsymmetrical internal alkynes》 was published in Chemical Science in 2020. These research results belong to Zhou, Zhijun; Chen, Jiachang; Chen, Herong; Kong, Wangqing. Application In Synthesis of 5-Bromobenzo[d][1,3]dioxole The article mentions the following:

The nickel-catalyzed reductive coupling of two unsym. internal alkynes overcomed the above-mentioned limitations by using a hemilabile directing group strategy to control the regioselectivity was reported. A series of synthetically challenging penta-substituted 1,3-dienes were obtained in good yields with high regio- and enantioselectivity (mostly > 20/1 rr, >90% ee). In the experimental materials used by the author, we found 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Application In Synthesis of 5-Bromobenzo[d][1,3]dioxole)

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Application In Synthesis of 5-Bromobenzo[d][1,3]dioxole

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

SDS of cas: 2675-79-8In 2022 ,《Tetratopic Terpyridine Building Unit as a Precursor to Wheel-Like Metallo-Supramolecules》 was published in Inorganic Chemistry. The article was written by Wang, Jun; Wang, Feng; Dong, Qiangqiang; Chen, Mingzhao; Jiang, Zhiyuan; Zhao, He; Liu, Die; Jiang, Zhilong; Su, Peiyang; Li, Yiming; Liu, Qianqian; Liu, Hui; Wang, Pingshan. The article contains the following contents:

In an effort to construct mols. with distinct shapes and functions, the design and synthesis of multitopic ligands are often able to play an important role. Here, the authors report the synthesis of a novel tetratopic organic ligand LA, which can be viewed as a bis-tenon with successive angular orientations in space. The particular ligand has been treated with different tailored metal-organic ligands to afford new members of the mol. wheel family (multi-rhomboidal-shaped wheel and bis-trapezium-shaped wheel) that show enhanced stability. Two-dimensional (2D) diffusion NMR (NMR) spectroscopy (DOSY), electrospray ionization (ESI) mass spectrometry, traveling wave ion mobility (TWIM), and gradient tandem mass spectrometry (gMS2) experiments, as well as mol. modeling, have been employed to provide structural information and differentiate the isomeric separation process. In addition, considering that LA has rotational properties, it is expected to open the door to functional supramols. and stimuli-responsive materials. In the part of experimental materials, we found many familiar compounds, such as 1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8SDS of cas: 2675-79-8)

1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8) is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.SDS of cas: 2675-79-81-Bromo-3,4,5-trimethoxybenzene can be used to synthesize analogs of HA14-1, which shows promising anticancer properties.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of C7H5BrO2In 2020 ,《Palladium-Catalyzed One-Pot Coupling / Cyclization through Mo(CO)6 as the Carbon Monoxide Donor: Synthesis of Quinazolinones》 appeared in ChemistrySelect. The author of the article were Tao, Shou-Wei; Liu, Rui-Qing; Zhou, Jing-Ya; Zhu, Yong-Ming. The article conveys some information:

An efficient and rapid one-pot synthesis of quinazolinones I (R = Ph, [4-(cyanomethyl)phenyl], 2H-1,3-benzodioxol-5-yl, 3,4,5-trimethoxyphenyl, etc.; R1 = H, 8-Me, 7-Cl, etc.; R2 = H, Me, Ph, 4-fluorophenyl) via a three-component carbonylative coupling of 2-aminobenzamide R1-2-NH2C6H3C(O)NHR2 or 2-aminobenzonitrile, Mo(CO)6 and aryl bromides RBr has been developed recently. This method provide a new way to synthesize quinazolinones I which has a wide substrate scope, good functional group tolerance and mild reaction condition. The experimental process involved the reaction of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Electric Literature of C7H5BrO2)

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Electric Literature of C7H5BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Safety of 5-Bromobenzo[d][1,3]dioxoleIn 2020 ,《Intramolecular Csp3-H/C-C bond amination of alkyl azides for the selective synthesis of cyclic imines and tertiary amines》 appeared in Chemical Science. The author of the article were Wen, Xiaojin; Li, Xinyao; Luo, Xiao; Wang, Weijin; Song, Song; Jiao, Ning. The article conveys some information:

The intramol. Csp3-H and/or C-C bond amination was very important in modern organic synthesis due to its efficiency in the construction of diversified N-heterocycles. A novel intramol. cyclization of alkyl azides for the synthesis of cyclic imines I [Ar = Ph, 4-MeC6H4, 4-OMeC6H4, etc.; R = H, 2-Me, 2-Et, etc.] and tertiary amines II [n = 1, 2] through selective Csp3-H and/or C-C bond cleavage was reported. Two C-N single bonds or a C=N double bond were efficiently constructed in these transformations. The carbocation mechanism differed from the reported metal nitrene intermediates and therefore enabled metal-free and new transformation. In addition to this study using 5-Bromobenzo[d][1,3]dioxole, there are many other studies that have used 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Safety of 5-Bromobenzo[d][1,3]dioxole) was used in this study.

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Safety of 5-Bromobenzo[d][1,3]dioxole

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Application In Synthesis of 8-Bromooctanoic acidIn 2021 ,《Twist-Bend Nematic Glasses: The Synthesis and Characterisation of Pyrene-based Nonsymmetric Dimers》 appeared in ChemPhysChem. The author of the article were Walker, Rebecca; Majewska, Magdalena; Pociecha, Damian; Makal, Anna; Storey, John MD; Gorecka, Ewa; Imrie, Corrie T.. The article conveys some information:

A selection of pyrene-based liquid crystal dimers I [n = 5, 6, 8, etc.] , II [n = 5, 6, 11, etc.] and III were prepared, containing either methylene-ether or diether linked spacers of varying length and parity. All the diether linked materials, II, exhibited conventional nematic and smectic A phases, with the exception of II [n = 11] which was exclusively nematic. The methylene-ether linked dimer, I with an even-membered spacer (n=5) was solely nematogenic, but odd-members (n=6, 8, 10) exhibited both nematic and twist-bend nematic phases. Replacement of the cyanobiphenyl fragment by cyanoterphenyl giving III, gave elevated melting and nematic-isotropic transition temperatures, and SmA and SmCA phases were observed on cooling the nematic phase. Intermol. face-to-face associations of the pyrene moieties drove glass formation, and all these materials had a glass transition temperature at or above room temperature The stability of the glassy twist-bend nematic phase allowed for its study using AFM, and the helical pitch length, PTB, was measured as 6.3 and 6.7 nm for I [n = 6, 8] , resp. These values were comparable to the shortest pitch of a twist-bend nematic phase measured to date. The experimental part of the paper was very detailed, including the reaction process of 8-Bromooctanoic acid(cas: 17696-11-6Application In Synthesis of 8-Bromooctanoic acid)

8-Bromooctanoic acid(cas: 17696-11-6) acid is used in the synthesis of 8-(N-Methyl-4,4′-bipyridinyl)- octanoic acid. 8-Mercaptooctanoic acid was prepared from 8-bromooctanoic acid. And 8-Bromooctanoic Acid is a useful compound for sonodynamic therapy.Application In Synthesis of 8-Bromooctanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

HPLC of Formula: 14660-52-7In 2019 ,《Platinum-(phosphinito-phosphinous acid) complexes as bi-talented catalysts for oxidative fragmentation of piperidinols: an entry to primary amines》 appeared in RSC Advances. The author of the article were Membrat, Romain; Vasseur, Alexandre; Moraleda, Delphine; Michaud-Chevallier, Sabine; Martinez, Alexandre; Giordano, Laurent; Nuel, Didier. The article conveys some information:

Platinum-(phosphinito-phosphinous acid) complex catalyzes the oxidative fragmentation of hindered piperidinols I (R = benzyl, naphthalen-2-ylmethyl, pentyl, etc.) by a hydrogen transfer-induced method. This catalyst acts successively as both a hydrogen carrier and soft Lewis acid in a one pot-two steps process. This method can be applied to the synthesis of a wide variety of primary amines RNH2 in a pure form by a simple acid-base extraction without further purification After reading the article, we found that the author used Ethyl 5-bromovalerate(cas: 14660-52-7HPLC of Formula: 14660-52-7)

Ethyl 5-bromovalerate(cas: 14660-52-7) belongs to bromides. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.HPLC of Formula: 14660-52-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary