19393-94-3Relevant articles and documents
A NEW SYNTHESIS OF PARA-TERPHENYLS
Hart, Harold,Harada, Katsumasa
, p. 29 - 32 (1985)
A new, one-step synthesis of para-terphenyls from aryl Grignards and 1,4-dibromo-2,5-diiodobenzene 1 as a di-aryne equivalent is described.
Precise Monoselective Aromatic C-H Bond Activation by Chemisorption of Meta-Aryne on a Metal Surface
Fan, Qitang,Werner, Simon,Tschakert, Jalmar,Ebeling, Daniel,Schirmeisen, André,Hilt, Gerhard,Hieringer, Wolfgang,Gottfried, J. Michael
, p. 7526 - 7532 (2018)
Aromatic C-H bond activation has attracted much attention due to its versatile applications in the synthesis of aryl-containing chemicals. The major challenge lies in the minimization of the activation barrier and maximization of the regioselectivity. Here, we report the highly selective activation of the central aromatic C-H bond in meta-aryne species anchored to a copper surface, which catalyzes the C-H bond dissociation. Two prototype molecules, i.e., 4′,6′-dibromo-meta-terphenyl and 3′,5′-dibromo-ortho-terphenyl, have been employed to perform C-C coupling reactions on Cu(111). The chemical structures of the resulting products have been clarified by a combination of scanning tunneling microscopy and noncontact atomic force microscopy. Both methods demonstrate a remarkable weakening of the targeted C-H bond. Density functional theory calculations reveal that this efficient C-H activation stems from the extraordinary chemisorption of the meta-aryne on the Cu(111) surface, resulting in the close proximity of the targeted C-H group to the Cu(111) surface and the absence of planarity of the phenyl ring. These effects lead to a lowering of the C-H dissociation barrier from 1.80 to 1.12 eV, in agreement with the experimental data.
Influence of halogen atoms on a homologous series of bis-cyclometalated iridium(III) complexes
Baranoff, Etienne,Curchod, Basile F. E.,Monti, Filippo,Steimer, Frederic,Accorsi, Gianluca,Tavernelli, Ivano,Rothlisberger, Ursula,Scopelliti, Rosario,Graetzel, Michael,Nazeeruddin, Md. Khaja
scheme or table, p. 799 - 811 (2012/04/04)
A series of homologous bis-cyclometalated iridium(III) complexes Ir(2,4-di-X-phenyl-pyridine)2(picolinate) (X = H, F, Cl, Br) HIrPic, FIrPic, ClIrPic, and BrIrPic has been synthesized and characterized by NMR, X-ray crystallography, UV-vis abso