72989-40-3Relevant academic research and scientific papers
Aggregation-Induced Emission and Photocyclization of Poly(hexaphenyl-1,3-butadiene)s Synthesized from 1 + 2 Polycoupling of Internal Alkynes and Arylboronic Acids
Liu, Yajing,Lam, Jacky W. Y.,Zheng, Xiaoyan,Peng, Qian,Kwok, Ryan T. K.,Sung, Herman H. Y.,Williams, Ian D.,Tang, Ben Zhong
, p. 5817 - 5830 (2016)
A new polymerization method for in situ generation of luminescent polymers with aggregation-induced emission characteristics from readily prepared or commercially available reactants was developed in this work. The 1 + 2 polycoupling of internal alkynes and arylboronic acids took place under mild reaction conditions and was tolerant to moisture, air, and monomer stoichiometric imbalance, furnishing poly(hexaphenyl-1,3-butadiene)s (PHBs) with partially or wholly conjugated structures in satisfactory yields. All the PHBs showed good solubility, thermal stability, and film-forming ability. Their optical properties could be easily tuned by proper monomer design and external perturbation. The PHBs underwent active photocyclization in both solution and solid states, converting them to poly(dihydronaphthalene)s. Such a property made them promising materials for fabricating luminescent photopatterns. A new mechanistic pathway was proposed as supplementary to explain the aggregation-induced emission (AIE) phenomenon by studying the emission of PHBs and the corresponding model compound.
Aggregation-Induced Emission of Hexaphenyl-1,3-butadiene
Zhang, Yahui,Kong, Lingwei,Shi, Jianbing,Tong, Bin,Zhi, Junge,Feng, Xiao,Dong, Yuping
, p. 701 - 704 (2015)
A new type of AIE molecules based on hexaphenyl-1,3-butadienes was reported with respect to the synthesis and characterization. This material exhibited different maximum emission wavelength and enhanced emission intensity at different aggregate state (amo
Simple Modifications for the Facile Preparation of 1,1,2,3,4,4-Hexaaryl-1,3-butadienes
Kusumoto, Naoki,Ohtaka, Atsushi,Sakaguchi, Tomoya,Shimomura, Osamu
, (2022/01/11)
A facile preparation of 1,1,2,3,4,4-hexaaryl-1,3-butadienes which are important molecules due to their aggregation-induced emission (AIE) activity was achieved by simple modifications of the reaction conditions reported in the previous work. In this react
Three-Coordinate Iron(II) Dialkenyl Compound with NHC Ligation: Synthesis, Structure, and Reactivity
Liu, Yuesheng,Wang, Lei,Deng, Liang
, p. 4401 - 4407 (2015/09/22)
The reaction of [(IPr2Me2)2FePh2] with PhC≡CPh furnished a three-coordinate iron(II) dialkenyl complex, [(IPr2Me2)Fe(σ-CPh=CPh2)2] (1, IPr2Me2 = 1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene), that represents a rare example of isolable low-coordinate iron alkenyl complexes with a high-spin ground state. Complex 1 was characterized by 1H NMR spectroscopy, solution magnetic susceptibility measurement, M?ssbauer spectroscopy, single-crystal X-ray diffraction study, and elemental analyses. A reactivity study revealed the reactions of 1 with PhCH2Cl to produce cross-coupling product Ph2C=CPhCH2Ph (2), with [Cp2Fe][BArF4] to yield Ph2C=CPh-CPh=CPh2 (3), and with CO, 2,6-dimethylphenyl isocyanide, and phenyl azide to produce novel iron(0) and iron(II) complexes 4-6 bearing triphenylvinyl-derived ligands. These transformations demonstrated the high reactivity of the low-coordinate iron alkenyl complex.
Zirconoarylation of alkynes through p-chloranilpromoted reductive elimination of arylzirconates
Yan, Xiaoyu,Chen, Chao,Xi, Chanjuan
, p. 528 - 534 (2014/04/17)
A novel method for the zirconoarylation of alkynes was developed. TCQ-promoted reductive elimination of arylzirconate [LiCp2ZrAr(RC=CR) ], which was prepared by the reaction of zirconocene-alkyne complexes with aryllithium compounds, afforded trisubstituted alkenylzirconocenes. This reaction can afford multi-substituted olefins with high stereoselectivity.
Photolability of per-arylated butadienes: En Route to dihydronaphthalenes
Freudenberg, Jan,Uptmoor, Andrea C.,Rominger, Frank,Bunz, Uwe H. F.
, p. 11787 - 11791 (2015/02/18)
Arylated butadienes were prepared employing transition-metal coupling techniques and characterized via UV/vis spectroscopy and X-ray crystal structure analysis. Identification of byproducts led to a photochemical route toward novel multiarylated dihydrona
Synthesis of highly substituted symmetrical 1,3-dienes via organocuprate oxidation
Aves, Sarah. J.,O'Connell, Kieron M. G.,Pike, Kurt G.,Spring, David R.
supporting information; experimental part, p. 298 - 300 (2012/03/10)
Oxidation of alkenyl organocuprates formed from alkenyl halides allows the formation of highly substituted symmetrical 1,3-dienes. Cuprates formed from organolithiums and Grignard reagents can be tolerated and the reaction proceeds with retention of alkenyl geometry. Georg Thieme Verlag Stuttgart New York.
Efficient palladium-catalyzed double arylation of phosphonoalkynes and diarylalkynes in water: Use of a dinuclear palladium(I) catalyst
Sajna,Srinivas, Venu,Kumara Swamy
scheme or table, p. 3069 - 3081 (2011/02/22)
A novel use of the dinuclear palladium(I) catalyst [(OCH 2CMe2CH2O)P-S-Pd(PPh3)]2 in aqueous medium for the double arylation of phosphonoalkynes as well as diarylalkynes is reported. This double arylation requires both the iodoarene and arylboronic acid along with the catalyst. The structures of some key products have been proven by X-ray crystallography. Copyright
Palladium/phosphite or phosphate catalyzed oxidative coupling of arylboronic acids with alkynes to produce 1,4-diaryl-1,3-butadienes
Horiguchi, Hakaru,Tsurugi, Hayato,Satoh, Tetsuya,Miura, Masahiro
supporting information; scheme or table, p. 509 - 514 (2009/04/10)
The intermolecular oxidative coupling of arylboronic acids with internal alkynes efficiently proceeds in a 2:2 manner in the presence of palladium acetate, a triaryl phosphite or phosphate, and silver carbonate as catalyst, ligand, and oxidant, respectively, to produce the corresponding 1,4-diaryl-1,3-butadiene derivatives.
Synthesis of highly substituted 1,3-butadienes by palladium-catalyzed arylation of internal alkynes
Satoh, Tetsuya,Ogino, Shinji,Miura, Masahiro,Nomura, Masakatsu
, p. 5063 - 5065 (2007/10/03)
Four molecules are coupled together by the single treatment of aryl boronic acids with alkynes in the absence or presence of iodobenzene under palladium catalysis to afford 1,4-diaryl-1,3-butadienes as the major product. Addition of a silver salt as oxidant and/or base effectively enables the selective catalytic production of the π-conjugated compounds.
