300-400 | Catalyst ligands

Li, Sasa’s team published research in Organic Letters in 2022 | CAS: 10212-04-1

(3-Bromophenyl)diphenylphosphine oxide(cas: 10212-04-1) belongs to mono-phosphine Ligands.Phosphine ligands are the most significant class of ligands for cross-coupling because of the alterability of their electronic and steric properties. Ligands play a key role in stabilizing and activating the central metal atom and are used in reactions, such as transition metal catalyzed cross-coupling.COA of Formula: C18H14BrOP

Li, Sasa; Huang, Xia; Gao, Yunlong; Jin, Jian published their research in Organic Letters on August 12 ,2022. The article was titled 《Oxalamide/Amide Ligands: Enhanced and Copper-Catalyzed C-N Cross-Coupling for Triarylamine Synthesis》.COA of Formula: C18H14BrOP The article contains the following contents:

A new protocol for triarylamine synthesis was presented where a wide range of diarylamines couple smoothly with aryl bromides mediated by a copper oxalamide (or amide) catalytic system. Notably, a new non-C2-sym. 1-isoquinolinamide-based N,N-/N,O-bidentate ligand was introduced that could tolerate bulky diarylamines. Plenty of known optoelectronic functional mols. could be synthesized in good to excellent yields. The practicality of this C-N cross-coupling was illustrated by the gram-scale synthesis of a patented thermally activated delayed fluorescence emitter for organic light-emitting diodes. In the part of experimental materials, we found many familiar compounds, such as (3-Bromophenyl)diphenylphosphine oxide(cas: 10212-04-1COA of Formula: C18H14BrOP)

Referemce:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Madalska, Martyna’s team published research in Organometallics in 2013 | CAS: 10212-04-1

Related Products of 10212-04-1On October 28, 2013 ,《Synthesis of 1,1′,2-trisubstituted aryl-based ferrocenyl phosphines as precursors for immobilized ligands》 was published in Organometallics. The article was written by Madalska, Martyna; Loennecke, Peter; Ivanovski, Vladimir; Hey-Hawkins, Evamarie. The article contains the following contents:

Ferrocenylaryl or ferrocenylheteroaryl phosphines bearing a carboxaldehyde group, rac-[Fe{η5-1-PPh2(spacer)-2-NMe2CH2C5H3}(η5-C5H4CHO)] (12-15, spacer = bond, 1,4-C6H4, 1,3-C6H4, 2,5-thiophenediyl), were prepared in a facile four-step sequence starting with dibromination of N,N-dimethylaminomethylferrocene (1) followed by Negishi cross-coupling between 1,1′-dibromo-2-N,N-dimethylaminomethylferrocene (rac-2) and bromoaryl or bromoheteroaryl phosphine oxides, Br-spacer-P(O)Ph2 (spacer = 1,4-C6H4, 1,3-C6H4, 2,5-thiophenediyl), reduction with trichlorosilane, and functionalization of the 1′-position of the cyclopentadienyl ring. All products were fully characterized by spectroscopy (1H, 13C, and 31P NMR, MS, IR) and for 3, 7 and 11 also by x-ray crystallog. Furthermore, preliminary studies on the grafting of 12 on silica were conducted. In the experiment, the researchers used many compounds, for example, (3-Bromophenyl)diphenylphosphine oxide(cas: 10212-04-1Related Products of 10212-04-1)

Referemce:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Madalska, Martyna’s team published research in Organometallics in 2013 | CAS: 10212-04-1

HPLC of Formula: 10212-04-1On March 25, 2013, Madalska, Martyna; Loennecke, Peter; Hey-Hawkins, Evamarie published an article in Organometallics. The article was 《1,2-Disubstituted Aryl-Based Ferrocenyl Phosphines》. The article mentions the following:

Ferrocenylaryl- or ferrocenylheteroarylphosphines [Fe{1-PPh2(spacer)-2-NMe2CH2C5H3}(C5H5)] (spacer = 1,4-phenylene (rac-6), 1,3-phenylene (rac-7), 4,4′-biphenylene (rac-8), 2,5-thienylene (rac-9)) were prepared in a facile two-step sequence starting with Negishi cross-coupling between N,N-dimethylaminomethylferrocene and aryl halide phosphine oxides, Br-spacer-P(O)Ph2, followed by reduction with trichlorosilane. All products were characterized spectroscopically (1H, 13C, and 31P NMR, MS, FTIR), and rac-6, the corresponding phosphine oxide rac-2, and rac-9 were also characterized by x-ray crystallog. Furthermore, the redox properties of rac-2-9 were studied by cyclic voltammetry. The experimental part of the paper was very detailed, including the reaction process of (3-Bromophenyl)diphenylphosphine oxide(cas: 10212-04-1HPLC of Formula: 10212-04-1)

Referemce:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Baldwin, Roger A.’s team published research in Journal of Organic Chemistry in 1967 | CAS: 10212-04-1

《Arylenebis(tertiary phosphines) and -(phosphinic acids)》 was published in Journal of Organic Chemistry in 1967. These research results belong to Baldwin, Roger A.; Cheng, Ming T.. Computed Properties of C18H14BrOP The article mentions the following:

BuLi was utilized to prepare arylenemono- or -dilithiums from which monosubstituted tertiary phosphines and phosphinic acids as well as bis(tertiary phosphines) and bis(phosphinic acids) have been obtained. Monobromo-substituted tertiary phosphines were similarly converted to bis(tertiary phosphines). The use of tetrahydrofuran as the reaction solvent at low temperatures (below -65°) generally provided the best reaction conditions. The experimental part of the paper was very detailed, including the reaction process of (3-Bromophenyl)diphenylphosphine oxide(cas: 10212-04-1Computed Properties of C18H14BrOP)

Referemce:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Stead, Richard’s team published research in Letters in Organic Chemistry in 2004 | CAS: 10212-04-1

《A new class of ferrocenyl phosphines》 was written by Stead, Richard; Xiao, Jianliang. Quality Control of (3-Bromophenyl)diphenylphosphine oxide And the article was included in Letters in Organic Chemistry on April 30 ,2004. The article conveys some information:

A new series of ferrocenyl diphosphines have been synthesized by Suzuki coupling of diboronic acid of ferrocene with bromo-substituted triphenylphosphine oxides, followed by reduction with HSiCl3. Thus, [PdCl2(PPh3)2]-catalyzed Suzuki coupling reaction of 1,1′-[(HO)2B]2Fc (Fc = ferrocenyl) with Ph2(BrC6H4)P(O) (2-, 3-, and 4-substituted) followed by HSiCl3 reduction gave title compounds, 1,1′-(Ph2PC6H4)2Fc.(3-Bromophenyl)diphenylphosphine oxide(cas: 10212-04-1Quality Control of (3-Bromophenyl)diphenylphosphine oxide) was used in this study.

Referemce:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Machnitzki, Peter’s team published research in Journal of Organometallic Chemistry in 2000 | CAS: 10212-04-1

Computed Properties of C18H14BrOPOn May 15, 2000 ,《Water-soluble phosphines. Part XII. Pd catalyzed P-C coupling reactions: a novel synthetic route to cationic phosphines with para- and meta-guanidiniumphenyl moieties》 appeared in Journal of Organometallic Chemistry. The author of the article were Machnitzki, Peter; Tepper, Michael; Wenz, Kirsten; Stelzer, Othmar; Herdtweck, Eberhardt. The article conveys some information:

Mono- and bifunctional guanidinium phosphines [Ph2P-p-C6H4NH:C(NH2)(NMe2)]Cl (3c), [Ph2P-p-C6H4NH:C(NH2)2]H2PO2- (4a), [PhP(m-C6H4NHC:(NH2)(NMe2))2]X2 (X = I, (5a); X = Br, (5b); X = Cl, (5c)), [PhP(m-C6H4NHC:(NH2)(NMe2)2)] (5d), and [PhP(m-C6H4NHC:(NH2)2)2]Cl2 (5f) are accessible in high yields by Pd catalyzed P-C coupling reactions between iodophenyl guanidines IC6H4NH:C(NH)(NR2) (meta- and para- isomers; R = H, Me) and phenyl- or diphenylphosphine. The x-ray structure of 3c·MeOH was determined, showing a planar guanidinium group in a NH-O and NH-Cl H bridged arrangement. Pd(II) and Mo(0) complexes of 5c were synthesized. The influence of the cationic guanidinium group on the electronic and steric parameters of 5c is discussed. A comparative study of 5c and phosphonated and sulfonated phosphine ligands in the biphasic Pd catalyzed Suzuki-type coupling between m-bromophenyldiphenyl phosphine oxide and para-tolylboronic acid shows 5c to be less active than Ph2PC6H4-4-PO3Na2. In the experiment, the researchers used many compounds, for example, (3-Bromophenyl)diphenylphosphine oxide(cas: 10212-04-1Computed Properties of C18H14BrOP)

Referemce:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Zhang, Song’s team published research in Journal of Materials Chemistry C: Materials for Optical and Electronic Devices in 2015 | CAS: 10212-04-1

《Highly efficient yellow phosphorescent organic light-emitting diodes with novel phosphine oxide-based bipolar host materials》 was written by Zhang, Song; Xu, Qiu-Lei; Xia, Jing-Cheng; Jing, Yi-Ming; Zheng, You-Xuan; Zuo, Jing-Lin. Name: (3-Bromophenyl)diphenylphosphine oxide And the article was included in Journal of Materials Chemistry C: Materials for Optical and Electronic Devices in 2015. The article conveys some information:

Two bipolar host materials, (4-((4-(naphthalen-1-yl(phenyl)amino)naphthalen-1-yl)(phenyl)amino)phenyl)diphenylphosphine oxide (POpN) and (3-((4-(naphthalen-1-yl(phenyl)amino)naphthalen-1-yl)(phenyl)amino)phenyl)diphenylphosphine oxide (POmN), comprising a hole-transporting N1-(naphthalen-1-yl)-N1,N4-diphenylnaphthalene-1,4-diamine (NPNA2) donor and an electron-transporting phosphine oxide (PO) acceptor at different positions of the Ph bridge were synthesized. POpN (glass transition temperature Tg = 119°) and POmN (Tg = 115°) exhibit high morphol. stability. Two yellow phosphorescent organic light-emitting diodes (PhOLEDs, ITO (indium Sn oxide)/TAPC (1,1-bis[4-(di-p-tolylamino)phenyl]cyclohexane, 40 nm)/POpN or POmN: Ir(bt)2(acac) (bis(2-phenylbenzothiozolato-N,C2′)iridium(acetylacetonate), 15%, 20 nm)/TmPyPB (1,3,5-tri(m-pyrid-3-yl-phenyl)benzene, 40 nm)/LiF (1 nm)/Al (100 nm)) exhibit maximum luminances (Lmax) of 82,057 and 78,385 cd m-2, maximum current efficiencies (ηc,max) of 68.28 and 44.95 cd A-1, resp., with low efficiency roll-off. In the experimental materials used by the author, we found (3-Bromophenyl)diphenylphosphine oxide(cas: 10212-04-1Name: (3-Bromophenyl)diphenylphosphine oxide)

Referemce:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Ye, Shaofeng’s team published research in Chemical Engineering Journal (Amsterdam, Netherlands) in 2020 | CAS: 10212-04-1

Ye, Shaofeng; Wang, Yaxiong; Guo, Runda; Zhang, Qing; Lv, Xialei; Duan, Yalei; Leng, Panpan; Sun, Shuaiqiang; Wang, Lei published their research in Chemical Engineering Journal (Amsterdam, Netherlands) on August 1 ,2020. The article was titled 《Asymmetric anthracene derivatives as multifunctional electronic materials for constructing simplified and efficient non-doped homogeneous deep blue fluorescent OLEDs》.Formula: C18H14BrOP The article contains the following contents:

Large π-conjugated core anthracene with an innate bipolar property was used to construct multifunctional organic electronic materials. Delicate manipulating mols. via combining anthracene core and large periphery groups, 2 asym. anthracene derivatives (4-(10-(4-(9H-1,5-diazacarbazol-9-yl)phenyl)anthracen-9-yl)phenyl)diphenylphosphine oxide (p-PO15NCzDPA) and (3-(10-(3-(9H-1,5-diazarcarbazol-9-yl)phenyl)anthracen-9-yl)phenyl)diphenylphosphine oxide (m-PO15NCzDPA) were firstly designed and developed. The large periphery groups 1,5-diazarcarbazole (15NCz) and diphenylphosphine oxide (PO) efficiently interrupt the intramol. π-conjugation, presenting an asym. bulky periphery enveloping strategy achieving highly twisted structures, which help to realize deep-blue emission. Due to the high PLQY and well-balanced bipolar transport characteristics, desired device addressing the contradiction of efficiency, color gamut and structure complexity is within reach. Detailed device engineering study was carried out, in which p-PO15NCzDPA and m-PO15NCzDPA were functioned as multifunction layers. As expected, p-PO15NCzDPA-based homogeneous and unilateral homogeneous OLEDs exhibited outstanding performance with impressive EQEmax of 4.55 and 6.40%, deep blue CIE coordinates of (0.152, 0.075) and (0.151, 0.066) at the voltage of 6 V, narrow FWHM of 46 nm and 50 nm, resp. The simplified homogeneous device achieved extremely low efficiency roll-offs of 1.3 and 4.8% at 1000 and 5000 cd m-2, resp. These results are among the most outstanding performance, which provided a guide for further improving the performance of deep blue fluorescent OLEDs and simplifying the structure of OLEDs. In addition to this study using (3-Bromophenyl)diphenylphosphine oxide, there are many other studies that have used (3-Bromophenyl)diphenylphosphine oxide(cas: 10212-04-1Formula: C18H14BrOP) was used in this study.

Referemce:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI