803733-65-5Relevant articles and documents
CO extrusion in homogeneous gold catalysis: Reactivity of gold acyl species generated through water addition to gold vinylidenes
Bucher, Janina,St?sser, Tim,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.
supporting information, p. 1666 - 1670 (2015/01/30)
Herein, we describe a new gold-catalyzed decarbonylative indene synthesis. Synergistic σ,π-activation of diyne substrates leads to gold vinylidene intermediates, which upon addition of water are transformed into gold acyl species, a type of organogold compound hitherto only scarcely reported. The latter are shown to undergo extrusion of CO, an elementary step completely unknown for homogeneous gold catalysis. By tuning the electronic and steric properties of the starting diyne systems, this new reactivity could be exploited for the synthesis of indene derivatives in high yields.
The power of nonconventional phenyl C-H?N hydrogen bonds: Supportive crystal-packing force and dominant supramolecular engineering force
Bosch, Eric,Bowling, Nathan P.,Darko, Jeffery
, p. 1634 - 1641 (2015/04/14)
The role of phenyl C-H···N interactions in crystal engineering is explored with a variety of fluorinated phenyl-containing compounds. In particular, we show that this interaction can guide the formation of one-dimensional phenyl C-H···N hydrogen-bonded ribbons with, for example, 4-(2,3,5,6-tetrafluorophenylethynyl)pyridine. The interaction is shown to also control the formation of self-complementary homodimers with 3-(2,3,4,5-tetrafluorophenylethynyl)pyridine. We also demonstrate that the phenyl C-H···N hydrogen bond interaction is capable of enticing co-crystallization of molecules such as 2,3,5,6,2′,3′,5′,6′-octafluorobiphenyl and 4,4′-dipyridyl. Finally, we describe the use of an intramolecular scaffold to evaluate the effect of electron-withdrawing substituents on the strength of a phenyl C-H···N hydrogen bond.
Halogen bonding of (iodoethynyl)benzene derivatives in solution
Dumele, Oliver,Wu, Dino,Trapp, Nils,Goroff, Nancy,Diederich, Francois
supporting information, p. 4722 - 4725 (2015/04/27)
Halogen bonding (XB) between (iodoethynyl)benzene donors and quinuclidine in benzene affords binding free enthalpies (δG, 298 K) between -1.1 and -2.4 kcal mol-1, with a strong LFER with the Hammett parameter σpara. The enthalpic dri
The trisubstituted-triazole approach to extended functional naphthalocyanines
Jurí?ek, Michal,Stout, Kathleen,Kouwer, Paul H.J.,Rowan, Alan E.
experimental part, p. 898 - 907 (2012/03/26)
Recently, a novel modular approach to octatriazole-derived phthalocyanines (Pcs; 1) was developed and optimized in our group; herein, the pool of the functional Pc materials was expanded for an additional candidate (2), a fused derivative of 1. Compared w
Ligand bridging-angle-driven assembly of molecular architectures based on quadruply bonded Mo-Mo dimers
Li, Jian-Rong,Yakovenko, Andrey A.,Lu, Weigang,Timmons, Daren J.,Zhuang, Wenjuan,Yuan, Daqiang,Zhou, Hong-Cai
supporting information; experimental part, p. 17599 - 17610 (2011/02/26)
A systematic exploration of the assembly of Mo2(O 2C-)4-based metal-organic molecular architectures structurally controlled by the bridging angles of rigid organic linkers has been performed. Twelve bridging dicarboxylate ligands were designed to be of different sizes with bridging angles of 0, 60, 90, and 120° while incorporating a variety of nonbridging functional groups, and these ligands were used as linkers. These dicarboxylate linkers assemble with quadruply bonded Mo-Mo clusters acting as nodes to give 13 molecular architectures, termed metal-organic polygons/polyhedra with metal cluster node arrangements of a linear shape, triangle, octahedron, and cuboctahedron/anti-cuboctahedron. The syntheses of these complexes have been optimized and their structures determined by single-crystal X-ray diffraction. The results have shown that the shape and size of the resulting molecular architecture can be controlled by tuning the bridging angle and size of the linker, respectively. Functionalization of the linker can adjust the solubility of the ensuing molecular assembly but has little or no effect on the geometry of the product. Preliminary gas adsorption, spectroscopic, and electrochemical properties of selected members were also studied. The present work is trying to enrich metal-containing supramolecular chemistry through the inclusion of well-characterized quadruply bonded Mo-Mo units into the structures, which can widen the prospect of additional electronic functionality, thereby leading to novel properties.
Synthesis of dicarboxylate "C-clamp" 1,2-diethynylarene compounds as potential transition-metal ion hosts
Reisner, Erwin,Lippard, Stephen J.
, p. 156 - 163 (2008/09/18)
We report an efficient convergent synthesis of a new type of C-clamp ligand with a 1,2-diethynylarene scaffold involving a chelate host capable of binding a guest molecule in its endo-dicarboxylate pocket. The chemistry involves a combination of palladium-catalyzed Sonogashira, Heck, and Suzuki cross-coupling reactions. The compounds 2,3-bis[2-(2′-carboxybiphenyl-4-yl)ethynyl] triptycene and 4,5-bis[2-(2′-carboxybiphenyl-4-yl)ethynyl]veratrole and their 2′-carboxy-m-terphenyl-4-yl analogues were designed as dinucleating ligands to assemble carboxylate-bridged transition-metal complexes with a windmill geometry. The X-ray crystal structure of one such C-clamp compound containing co-crystallized water molecules reveals strong hydrogen bonds of the aqua guest to the endo-oriented carboxylic acid entities of the C-clamp host. In addition, two syn-N-donor ligands were prepared as a synthetic scaffold to mimic the geometric arrangement of N-donor atoms in carboxylate-bridged dinuclear proteins. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
Pyridine-capped, oligomeric (o-phenyleneethynylene)s
Shotwell, Sandra,Windscheif, Paul M.,Smith, Mark D.,Bunz, Uwe H. F.
, p. 4151 - 4154 (2007/10/03)
(Chemical Equation Presented) The synthesis, optical properties, and solid-state structures of a series of o-(aryleneethynylene) oligomers containing three to seven aryl units is described. The main chain in all examples is composed of between one and fiv
Soluble dipolar dendrimers with peripheral sulfone groups
Lu, Meng,Pan, Yongchun,Peng, Zhonghua
, p. 7903 - 7906 (2007/10/03)
A dipolar dendron based on meta and para linked poly(phenyl acetylene)s with eight electron donor-acceptor pairs in direct conjugations is synthesized through a convergent approach.
