Category: 2622-67-5

Bano, Kulsum published the artcileFacile Synthesis of Benzimidazole and Benzothiazole Compounds Mediated by a Zinc Precatalyst Supported by an Iminopyrrole-Morpholine Ligand, Name: 1,2-Diphenyl-1H-benzo[d]imidazole, the publication is European Journal of Inorganic Chemistry (2022), 2022(10), e202200023, database is CAplus.

Three zinc complexes, with the general formula {κ2-C₄H₃NH[2-CH=NCH₂CH₂N(CH₂CH₂)₂O]ZnX₂} [X = Cl, Br, I], supported by a neutral iminopyrrole-morpholine ligand, were synthesized by the reaction between {C₄H₃NH-2-[CH=NCH₂CH₂N (CH₂CH₂)₂O]} and anhydrous zinc dihalides (ZnCl₂, ZnBr₂, ZnI₂) at ambient temperature in dry methanol. The zinc complexes were fully characterized using multinuclear NMR spectroscopic techniques and the mol. structures of complexes in their solid states were determined by single-crystal X-ray diffraction anal. The zinc diiodo complex proved to be a competent precatalyst in the formation of a wide range of benzimidazole and benzothiazole compounds, via aerobic oxidative condensation of several benzylamines with o-phenylenediamine, N-phenyl-o-phenylene-diamine, and o-mercaptoaniline. The benzimidazole and benzothiazole derivatives were successfully characterized using ¹H and ¹³C{1H} NMR spectroscopy.

European Journal of Inorganic Chemistry published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Name: 1,2-Diphenyl-1H-benzo[d]imidazole.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Jayabharathi, J. published the artcileBenzimidazole based Ir(III) picolinate complexes as emitting materials and the fluorescent behavior of benzimidazole bound to Mn-TiO₂@ZnO core/shell nanospheres, Related Products of imidazoles-derivatives, the publication is Materials Express (2014), 4(4), 279-292, database is CAplus.

Photophys. and electroluminescent studies of cyclometalated heteroleptic iridium(III) complexes have been carried out. The strongly allowed phosphorescence in these picolinate complexes is the result of significant spin-orbit coupling of the iridium center. The lowest energy of these picolinate complexes corresponds to a mixture of metal to ligand charge transfer (MLCT) and π-π* states. Weak bands located at longer wavelength are due to the ¹MLCT ← S₀ and ³MLCT ← S₀ transitions of iridium complexes. Devices show better performance in terms of brightness and moderate power and current efficiencies. Absorption, fluorescence and lifetime spectral studies have been made to probe the interaction of 2-(4-trifluoromethylphenyl)-1-phenyl-1H-benzo[d]imidazole (TFMPPB) with sol-gel synthesized Mn-doped TiO₂@ZnO core/shell, pristine ZnO and Mn-doped TiO₂ nanoparticles. The emission of TFMPPB is enhanced by Mn-doped TiO₂@ZnO core/shell, pristine ZnO and Mn-doped TiO₂ nanoparticles which are likely due to lowering of LUMO and HOMO levels of the benzimidazole. Electron injection from photoexcited TFMPPB to the Mn-TiO₂@ZnO CB(S* → S⁺ + e^–_CB) is likely to the reason for the fluorescence enhancement.

Materials Express published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Related Products of imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Chakrabarty, Manas published the artcileA mild and expedient one-pot synthesis of substituted benzimidazoles in water using a phase-transfer catalyst, Synthetic Route of 2622-67-5, the publication is Monatshefte fuer Chemie (2009), 140(4), 375-380, database is CAplus.

Substituted benzimidazoles I (R¹ = H, Me, i-Pr, Ph; R² = Ph, 4-MeOC₆H₄, 2-thienyl, etc.) have been synthesized in very good to excellent yields by a one-pot condensation of phenylenediamines 2-H₂NC₆H₄NHR¹ with aryl aldehydes R²CHO in water at room temperature using cetylpyridinium bromide as a cheap and eco-friendly catalyst.

Monatshefte fuer Chemie published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Synthetic Route of 2622-67-5.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Badhani, Gaurav published the artcileIonic-Liquid-Catalyzed Synthesis of Imines, Benzimidazoles, Benzothiazoles, Quinoxalines and Quinolines through C-N, C-S, and C-C Bond Formation, Safety of 1,2-Diphenyl-1H-benzo[d]imidazole, the publication is European Journal of Organic Chemistry (2021), 2021(48), 6705-6716, database is CAplus.

The tetra-Me ammonium hydroxide catalyzed oxidative coupling of amines RNH₂ (R = Ph, cyclohexyl, pentyl, etc.) and alcs. R¹CH₂OH (R¹ = Ph, 4-pyridyl, 2-naphthyl, etc.) for the synthesis of imines RN=CHR¹ under metal-free conditions by utilizing oxygen from air as the terminal oxidant has been described. Under the same conditions, with ortho-phenylene diamines 1,2-(NH₂)₂C₆H₃R² (R² = 3-Me, 4,5-(Me)₂, 4-F, etc.) and 2-aminobenzenethiols like 2-aminobenzenethiol and 2-amino-4-chlorobenzenethiol the corresponding benzimidazoles I (R³ = 6-Me, 5,6-Me₂, 5-Cl, etc.; X = NH) and benzothiazoles I (R³ = H, 5-Cl; X = S) were obtained. Quinoxalines II (R⁴ = H, 6-Me, 6,7-Me₂, 6-Cl, 6-F; Y = N) were obtained from ortho-phenylene diamines and 1-phenylethane-1,2-diol, and the conditions were then extended to the synthesis of quinoline building blocks II (R⁴ = 4-ClC₆H₄, 4-BrC₆H₄, 4-MeOC₆H₄, 2-naphthyl; Y = CH) by reaction of 2-amino benzyl alcs. like 2-aminobenzenemethanol either with 1-phenylethan-1-ol or acetophenone derivatives R⁴COMe. The formation of C-N, C-S and C-C bonds was achieved under metal-free conditions. A broad range of amines (aromatic, aliphatic, cyclic and heteroaromatic) as well as benzylic alcs. including heteroaryl alcs. reacted smoothly and provided the desired products. The mild reaction conditions, com. available catalyst, metal-free, good functional-group tolerance, broad range of products (imines, benzimidazoles, benzothiazoles, quinoxalines and quinolines) and applicability at gram scale reactions are the advantages of the present strategy.

European Journal of Organic Chemistry published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Safety of 1,2-Diphenyl-1H-benzo[d]imidazole.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Hikawa, Hidemasa published the artcileBenzoyl methyl phosphates as efficient reagents in the one-pot tandem approach for the synthesis of 2-phenylbenzimidazoles in water, Formula: C19H14N2, the publication is RSC Advances (2014), 4(8), 3768-3773, database is CAplus.

A novel and efficient method for the environmentally benign, catalyst- and auxiliary-free synthesis of 2-phenylbenzimidazoles I [R = 4-MeO, 4-Cl, 2-I, etc.] in water was developed. Benzoyl Me phosphates played important role as biomimetic acylating agents for the one-pot tandem approach without addnl. catalysts.

RSC Advances published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Formula: C19H14N2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Nagao, I. published the artcileRapid production of benzazole derivatives by a high-pressure and high-temperature water microflow chemical process, Related Products of imidazoles-derivatives, the publication is Green Chemistry (2016), 18(12), 3494-3498, database is CAplus.

A high-pressure and high-temperature (HPHT) water microflow chem. process was utilized for the synthesis of benzazole derivs, e.g., I. The current approach enables the extremely rapid production of various 2-arylbenzazoles including benzimidazoles, benzoxazoles, and benzothiazole in excellent yields.

Green Chemistry published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Related Products of imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Kommi, Damodara N. published the artcile“All-water” one-pot diverse synthesis of 1,2-disubstituted benzimidazoles: hydrogen bond driven synergistic electrophile-nucleophile dual activation’ by water, Category: imidazoles-derivatives, the publication is Green Chemistry (2013), 15(3), 798-810, database is CAplus.

A new “all-water” tandem arylaminoarylation/arylaminoalkylation-reduction-cyclization route is reported for one-pot diversity oriented synthesis of regiodefined 1,2-disubstituted benzimidazoles. Water plays a crucial and indispensable role through hydrogen bond driven synergistic electrophile-nucleophile dual activation’ in the formation of N-mono-aryl/aryl alkyl/alkyl/cycloalkyl o-nitroanilines under metal and base-free conditions to replace the transition metal-based C-N bond formation (aryl amination) chem. and underlines the origin of regiodefined installation of the diverse selection of aryl, aryl alkyl, and alkyl/cycloalkyl groups as substituents on the benzimidazole scaffold to form the 1,2-disubstituted benzimidazoles. The influence of the hydrogen bond effect of water in promoting the arylaminoarylation reaction under base and metal-free conditions has been realized through observation of inferior yields in D₂O compared to that obtained in water during the reaction of o-fluoronitrobenzene with aniline sep. performed in water and D₂O under similar exptl. conditions. Water also provides assistance in promoting the subsequent nitro reduction and in the final cyclocondensation steps. The role of water in promoting the cyclocondensation reaction through hydrogen bonds is realized by the differential product yields during the reaction of mono-N-phenyl-o-phenylenediamine with benzaldehyde performed sep. in water and D₂O. The better hydrogen bond donor and hydrogen bond acceptor abilities of water compared to those of the organic solvents are the contributing/deciding factors for making the new water-assisted tandem arylaminoarylation/arylaminoalkylation-reduction-cyclization strategy for the diversified synthesis of the regiodefined 1,2-disubstituted benzimidazoles effective in an aqueous medium, making it represent a true “all-water chem.”.

Green Chemistry published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Category: imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Hikawa, Hidemasa published the artcilePalladium-Catalyzed Dehydrogenation of Benzyl Alcohols for Construction of 2-Arylbenzimidazoles ”On Water”, Formula: C19H14N2, the publication is Asian Journal of Organic Chemistry (2018), 7(2), 416-423, database is CAplus.

An ”on water” synthetic strategy for the selective construction of 2-arylbenzimidazoles involving the dehydrogenation of benzyl alcs. by a π-benzylpalladium(II) system was developed. This simple oxidant- and base-free protocol was achieved under mild conditions in an atom-economic process from o-phenylenediamines and benzyl alcs., affording the desired products in moderate to excellent yields. Notably, the ”on water” protocol was essential for achieving this synthetic method in this catalytic system.

Asian Journal of Organic Chemistry published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Formula: C19H14N2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Mondal, Ejabul published the artcile1,2-diphenylbenzimidazole-triarylamine hybrided bipolar host materials employing fluorene as bridge for RYB and white electrophosphorescent devices, Product Details of C19H14N2, the publication is Organic Electronics (2016), 115-125, database is CAplus.

Four novel bipolar hosts (DTAFNBI, m-DTAFNBI, DTAFCBI and m-DTAFCBI) comprising a hole-transport ditolylphenylamino donor and an electron-transport 1,2-diphenylbenzimidazole acceptor connected via a fluorene spacer were synthesized and characterized. Through the different linkage topologies of phenylbenzimidazole, the thermal, photophys., and electrochem. properties can be fine-tuned. The saturated fluorene spacer along with the ditolylphenylamino donor and the phenylbenzimidazole acceptor endowed high triplet energies (E_T = 2.47-2.62 eV, recorded in neat film at 20 K) and bipolar transporting abilities. Furthermore, the tetragonal geometry given by the sp³-hybridized C9 of fluorene encumbered intermol. packing and led to excellent thermal and morphol. stabilities (T_d = 379-392 °C, corresponding 5% weight loss; T_g = 148-162 °C). As a result, these bipolar materials were utilized as universal hosts for red, yellow, and blue (RYB) phosphorescent OLEDs, showing maximum external quantum efficiencies (η_ext) of 9.6%, 14.7%, and 18.9% for blue (FIrpic), yellow (m-(Tpm)₂Ir(acac) and red [Os(bpftz)₂(PPhMe₂)₂, OS1], resp. In addition, white organic light-emitting diodes combining a blue emitter (FIrpic) and yellow emitter m-(Tpm)₂Ir(acac) and a red emitter (OS1) within a single emitting layer were also fabricated which also exhibited good efficiencies (9.5-13.7%, 15.1-23.5 cd A^-1, 13.3-23.9 lm W^-1) with relatively low efficiency roll off.

Organic Electronics published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Product Details of C19H14N2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Zhao, Jin-Hui published the artcileNovel bluish green benzimidazole-based iridium(III) complexes for highly efficient phosphorescent organic light-emitting diodes, Formula: C19H14N2, the publication is New Journal of Chemistry (2017), 41(5), 1973-1979, database is CAplus.

Three multifluorinated benzimidazole-based iridium [Ir(III)] complexes abbreviated as 1F-Ir, 2F-Ir, and 3F-Ir were designed and synthesized. Their photoluminescent, thermal, and electrochem. properties were studied. These Ir(III) complexes exhibited strong bluish green emission with a high quantum efficiency of 0.68-0.81. Organic light-emitting diodes (OLEDs) with the simple structure of ITO/1,1-bis(4-(N,N-di(p-tolyl)amino)phenyl)cyclohexane (TAPC) (20 nm)/4,4′-N,N’-dicarbazole-biphenyl (CBP):Ir(III) complex (30 nm)/1,3,5-tris(N-phenylbenzimidazol-2-yl)benzene (TPBi) (50 nm)/8-hydroxyquinolinato lithium (Liq) (2 nm)/Al were fabricated to evaluate the potential applications of these fluorinated Ir(III) complexes. Good device performance (current efficiency: 48.0-70.1 cd A^-1 and external quantum efficiency: 15.6-21.7%) was achieved. In particular, OLEDs with 2F-Ir as a dopant emitter showed the best performance with a maximum current efficiency of 70.1 cd A^-1 and a maximum external quantum efficiency of 21.7% along with low efficiency roll-off. A very simple strategy has been reported to regulate the emitting color and improve the luminous efficiency of the Ir(III) phosphorescent emitters with great potential for practical applications in the field of OLEDs.

New Journal of Chemistry published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C10H10O2, Formula: C19H14N2.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem