Tag: 400-500

The author of 《Mizoroki-Heck Cross-Coupling of Acrylate Derivatives with Aryl Halides Catalyzed by Palladate Pre-Catalysts》 were Islam, Mohammad Shahidul; Nahra, Fady; Tzouras, Nikolaos V.; Barakat, Assem; Cazin, Catherine S. J.; Nolan, Steven P.; Al-Majid, Abdullah Mohammed. And the article was published in European Journal of Inorganic Chemistry in 2019. Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride The author mentioned the following in the article:

The Mizoroki-Heck (MH) reaction involving aryl halides with various acrylates and acrylamide was studied using air and moisture-stable imidazolium-based palladate pre-catalysts for the synthesis of internal alkenes RHC=CH(R1)(C(O)R2) [R = Ph, 4-MeC6H4, 4-MeOC6H4, etc.; R1 = H, Me, 4-MeOC6H4CH2, etc.; R2 = OMe, On-Bu, NH2, etc.]. These pre-catalysts were converted into Pd-NHC species (NHC = N-heterocyclic carbene) under catalytic conditions and were capable of facilitating the Mizoroki-Heck reaction of aryl halides with various acrylates. The effects of solvent, catalyst loading, temperature and bases on the reaction outcome were investigated. Various coupling partners were tolerated under the optimal reaction conditions catalyzed by palladate [SIPr·H][Pd(η3-2-Me-allyl)Cl2]. The efficiency of the optimized synthetic methodol. was tested on various aryl halides and substituted acrylates as well as acrylamides. The MH reaction yielded the coupled products in good to excellent isolated yields (up to 98%). The experimental part of the paper was very detailed, including the reaction process of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) has been employed in an efficient, one-pot synthesis of N-heterocyclic carbene-allylpalladium complexes.Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chlorideIn addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Chemical Communications (Cambridge, United Kingdom) included an article by Lee, Shao-Chi; Guo, Lin; Rueping, Magnus. Electric Literature of C27H39ClN2. The article was titled 《Nickel-catalyzed exo-selective hydroacylation/Suzuki cross-coupling reaction》. The information in the text is summarized as follows:

The first nickel-catalyzed intramol. hydroacylation/Suzuki cross coupling cascade of phenylboronic acid neopentyl glycol esters I (R = Ph, anthracen-9-yl, thiophen-2-yl, etc.) with a broad range of o-allylbenzaldehydes 2-CH2=CHCH2-4-R3-5-R2-6-R1C6HCHO (R1 = H, R2 = H, OMe; R1R2 = CH=CHCH=CH; R3 = H, OMe, Me, F) has been developed. This strategy shows high regioselectivity and step economy in the construction of two C-C bonds via aldehyde C-H bond activation, affording valuable indanones II with high efficiency. In the experiment, the researchers used 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Electric Literature of C27H39ClN2)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) has been employed in an efficient, one-pot synthesis of N-heterocyclic carbene-allylpalladium complexes.Electric Literature of C27H39ClN2In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Frontiers in Chemistry (Lausanne, Switzerland) included an article by Minnick, Jennifer L.; Domyati, Doaa; Ammons, Rachel; Tahsini, Laleh. Related Products of 258278-25-0. The article was titled 《C-X (X = N, O) cross-coupling reactions catalyzed by copper-pincer bis(N-heterocyclic carbene) complexes》. The information in the text is summarized as follows:

The application of these complexes in Ullmann-type C-X (X = N, O) coupling of azoles such as 1H-imidazole, benzimidazole, pyrazole and phenols such as phenol, p-cresol with aryl halides ArI (Ar = Ph, 1-phenylethan-1-one, 2-methylphenyl, etc.) in a relatively short reaction time has been reported. In contrast to other well-defined copper(I) catalysts that require an inert atm. for an efficient C-X coupling, the employed Cu(I)-pincer bis(NHC) complexes provide good to excellent yields in air. The air-assisted reactivity, unlike that in the Sonogashira reaction, is also affected by the base employed and the reaction time. With Cs2CO3 and K2CO3, the oxygen-generated catalyst is more reactive than the catalyst formed under argon in a short reaction time (12 h). However, the difference in reactivity is compromised after a 24 h reaction with K2CO3. The efficient pincer Cu-NHC/O2/Cs2CO3system provides great to excellent cross-coupling yields for electronically diverse aryl iodides and imidazole derivatives The catalyst scope is controlled by a balance between nucleophilicity, coordinating ability, and steric hindrance of aryl halides and N-/O-nucleophiles. In the experiment, the researchers used 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Related Products of 258278-25-0)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) has been employed in an efficient, one-pot synthesis of N-heterocyclic carbene-allylpalladium complexes.Related Products of 258278-25-0In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《A site-selective and stereospecific cascade Suzuki-Miyaura annulation of alkyl 1,2-bisboronic esters and 2,2′-dihalo 1,1′-biaryls》 were Willems, Suzanne; Toupalas, Georgios; Reisenbauer, Julia C.; Morandi, Bill. And the article was published in Chemical Communications (Cambridge, United Kingdom) in 2021. Recommanded Product: 258278-25-0 The author mentioned the following in the article:

A cascade Suzuki-Miyaura cross-coupling gave rise to 9,10-dihydrophenanthrenes I [R1 = n-Pr, n-hexyl, (CH2)2Ph, etc.; R2 = H, 3-Me, 2-F, etc.; R3 = H, 6-Me, 7-F, etc.] was developed. Using biaryls with unsym. substitution-pattern full site-selectivity was observed Furthermore, this cross-coupling of an alkyl 1,2-bisboronic pinacol ester proceeded through the challenging coupling of a secondary boronate with complete stereoretention. The experimental process involved the reaction of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Recommanded Product: 258278-25-0)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) has been employed in an efficient, one-pot synthesis of N-heterocyclic carbene-allylpalladium complexes.Recommanded Product: 258278-25-0In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2022,Chemical Communications (Cambridge, United Kingdom) included an article by Tzouras, Nikolaos V.; Gobbo, Alberto; Pozsoni, Nestor Bracho; Chalkidis, Savvas G.; Bhandary, Subhrajyoti; Van Hecke, Kristof; Vougioukalakis, Georgios C.; Nolan, Steven P.. Recommanded Product: 258278-25-0. The article was titled 《Hydrogen bonding-enabled gold catalysis: ligand effects in gold-catalyzed cycloisomerizations in hexafluoroisopropanol (HFIP)》. The information in the text is summarized as follows:

Gold catalysis has witnessed immense evolution in recent years, yet it still requires the use of activators to render the common [AuCl(L)] complexes catalytically active. Herein, the H-bonding donor properties of hexafluoroisopropanol (HFIP) are utilized for Au-Cl bond activation and the ancillary ligand and counteranion effects on cycloisomerization reactions are showcased in HFIP as solvent. In the experimental materials used by the author, we found 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0Recommanded Product: 258278-25-0)

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride(cas: 258278-25-0) has been employed in an efficient, one-pot synthesis of N-heterocyclic carbene-allylpalladium complexes.Recommanded Product: 258278-25-0In addition, it can efficiently catalyze the Suzuki-Miyaura coupling of aryl chlorides with aryl boronic acids.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem