15459-51-5Relevant articles and documents
Compound based on bispyridylphenol/thiophenol as well as preparation method and application of the compound
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Paragraph 0106-0108, (2020/08/06)
The invention belongs to the technical field of organic luminescent materials, and particularly relates to a compound based on bipyridylphenol/thiophenol as well as a preparation method and application of the compound. The compounds of the invention are b
Iodine(III)-Mediated, Controlled Di- or Monoiodination of Phenols
Satkar, Yuvraj,Yera-Ledesma, Luisa F.,Mali, Narendra,Patil, Dipak,Segura-Quezada, Luis A.,Ramírez-Morales, Perla I.,Solorio-Alvarado, César R.,Navarro-Santos, Pedro
, p. 4149 - 4164 (2019/04/30)
An oxidative procedure for the electrophilic iodination of phenols was developed by using iodosylbenzene as a nontoxic iodine(III)-based oxidant and ammonium iodide as a cheap iodine atom source. A totally controlled monoiodination was achieved by buffering the reaction medium with K3PO4. This protocol proceeds with short reaction times, at mild temperatures, in an open flask, and generally with high yields. Gram-scale reactions, as well as the scope of this protocol, were explored with electron-rich and electron-poor phenols as well as heterocycles. Quantum chemistry calculations revealed PhII(OH)·NH3 to be the most plausible iodinating active species as a reactive "I+" synthon. In light of the relevance of the iodoarene moiety, we present herein a practical, efficient, and simple procedure with a broad functional group scope that allows access to the iodoarene core unit.
COMPOUND FOR ORGANIC ELECTROLUMINESCENT DEVICE AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME
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Paragraph 189; 190; 191; 192, (2017/12/01)
This invention provides a compound for an organic electroluminescent device and an organic electroluminescent device including the same. This invention provides a compound for an organic EL device, which may have high thermal stability, improved light emission efficiency and lifetime and hole transport capability. Further, when this compound is used as a hole transport layer material in contact with a light emitting layer, thereby increasing a triplet energy, ultimately improving efficiency of the organic EL device and lifetime.
Synthesis of Silylbiaryl Triflates by Chemoselective Suzuki Reaction
Moreira, Bárbara V.,Muraca, Ana Carolina A.,Raminelli, Cristiano
supporting information, p. 1093 - 1102 (2017/02/24)
A modular approach for the synthesis of functionalized silylbiaryl triflates has been developed. Iodinated silylaryl triflates were prepared via a gram-scale diiodination reaction, followed by a one-flask transformation, in 42-52% overall yield. The iodin
Generation of 3-borylbenzynes, their regioselective Diels-Alder reactions, and theoretical analysis
Takagi, Akira,Ikawa, Takashi,Kurita, Yurio,Saito, Kozumo,Azechi, Kenji,Egi, Masahiro,Itoh, Yuji,Tokiwa, Hiroaki,Kita, Yasuyuki,Akai, Shuji
supporting information, p. 4338 - 4352 (2013/06/04)
3-Borylbenzynes were generated in situ from 6-boryl-2-iodophenyl trifluoromethanesulfonates using i-PrMgCl·LiCl and applied to Diels-Alder reactions with substituted furans and pyrroles. The reactions allowed good functional group compatibility and produced the cycloadducts in high yields with high distal selectivities. Effective conversion of the boryl group of the products was achieved. A series of these reactions provides a new method for producing multifunctionalized benzo-fused aromatic compounds. Additionally, the regioselectivities of these Diels-Alder reactions were theoretically analyzed by DFT calculations to find that the reactions were mainly controlled by the electrostatic effect and aryne distortion caused by the boryl group.
One-pot synthesis of 2,2′-bisbenzofurans using cuprous chloride as a catalyst
Pan, Wen-Bin,Chen, Chin-Chau,Wei, Li-Lan,Wei, Li-Mei,Wu, Ming-Jung
, p. 2655 - 2657 (2013/06/05)
A variety of novel 5,5′-disubstituted-2,2′-bisbenzofuran derivatives were synthesized by treatment of 4-substituted-2-(2- trimethylsilylethynyl)phenyl tert-butyldimethylsilyl ether analogues with CuCl as a catalyst in 62-82% isolated yields. This novel st
Synthesis, characterization, X-ray structural analysis, and iodination ability of benzyl(triphenyl)phosphonium dichloroiodate
Imanieh, Hossein,Ghammamy, Shahriar,Nikje, Mir Mohammad Alavi,Hosseini, Farhang,Aghbolagh, Zahra Shokri,Fun, Hoong-Kun,Khavasi, Hamid Reza,Kia, Reza
experimental part, p. 2248 - 2255 (2012/01/12)
Benzyl(triphenyl)phosphonium dichloroiodate (BTPPICl2), BnPh3P+(ICl2)-, is easily synthesized in a nearly quantitative yield by the addition of BnPh 3P+Cl- to a CH2Cl2 solution of iodine monochloride (ICl). BnPh3P+Cl - can be prepared by the reaction of Ph3P and BnCl. The compound was characterized by physicochemical and spectroscopic methods (elemental analysis, FT-IR, and 1H-NMR). The use of phosphonium counterion improves the quality of the BTPPICl2 crystals. BTPPICl2 crystallizes in the monoclinic system, and its crystal and molecular structure has been determined at 100(1) K by X-ray diffraction. The structure was solved by the direct method and had refined R value of 0.0637 for 699 reflections (I>2σ(I)), space group P21/n with a=12.4700(3), b=13.2196(3), c=14.4580(3) A, β=102.6340(10)°, V=2325.67(9) A3, and Z=4. The I-atom is coordinated by two Cl-atoms as ligands in a linear geometry. This compound is a versatile reagent for the efficient and selective iodination of organic substrates, in particular of aromatic phenols to the corresponding iodo compounds, under mild conditions. To assess the generality of method, a wide variety of phenols with electron-donating and electron-withdrawing substituents were studied. BTPPICl2 is a mild iodination reagent, which offers a new avenue for an expeditious iodination of phenols. The inexpensive, relatively non-toxic reagent, and mild conditions are the positive features of the procedure and reagent. Copyright
Iodination of anilines and phenols with 18-crown-6 supported ICl 2-
Mbatia, Hannah W.,Ulloa, Olbelina A.,Kennedy, Daniel P.,Incarvito, Christopher D.,Burdette, Shawn C.
experimental part, p. 2987 - 2991 (2011/06/16)
A highly crystalline iodinating reagent, {[K·18-C-6]ICl 2}n, was synthesized in high yield (93%). The trihalide is supported by an 18-crown-6 macrocycle and forms a coordination polymer in the solid state. This reagent iodinates anilines and phenols efficiently under mild conditions. Controlled mono-iodination with anilines was easily achieved while poly-iodination was observed with phenols.
Preparation and regioselective Diels-Alder reactions of borylbenzynes: Synthesis of functionalized arylboronates
Ikawa, Takashi,Takagi, Akira,Kurita, Yurio,Saito, Kozumo,Azechi, Kenji,Egi, Masahiro,Kakiguchi, Keisuke,Kita, Yasuyuki,Akai, Shuji
supporting information; experimental part, p. 5563 - 5566 (2010/09/05)
(Figure Presented) B+ [4+2]: 3-Borylbenzynes undergo Diels-Alder reactions with substituted furans and pyrroles to give highly functionalized arylboronic acid derivatives with either good or exclusive regioselectivities (see picture). The effect of the boryl group on the regioselectivity arises from electronic rather than steric effects.
NaIO4/KI/NaCl: a new reagent system for iodination of activated aromatics through in situ generation of iodine monochloride
Emmanuvel, Lourdusamy,Shukla, Ravi Kant,Sudalai, Arumugam,Gurunath, Suryavanshi,Sivaram, Swaminathan
, p. 4793 - 4796 (2007/10/03)
A new reagent system consisting of NaIO4/KI/NaCl in aq AcOH has been found to be effective in iodinating a variety of activated aromatic substrates via in situ-generated iodine monochloride, to furnish iodoaromatics in excellent yields. This iodination procedure has been applied successfully for a cost-effective synthesis of 3,3′-diaminobenzidine, a key intermediate for preparing proton conducting membranes for fuel cell applications, with high yield and a purity of 99.7%.
