624-74-8Relevant articles and documents
Howell,Noyes
, p. 1000 ()
Dual nucleophilic substitution at a W(II) η2-coordinated dIIodo acetylene leading to an amidinium carbyne complex
Helmdach, Kai,Rüger, Julia,Villinger, Alexander,Seidel, Wolfram W.
, p. 2616 - 2619 (2016)
The synthesis and reactivity of a W(ii) C2I2 complex towards various nucleophiles are described. Soft, aprotic nucleophiles like 4-dimethylaminopyridine (DMAP) lead to substitution of one CO at tungsten, whereas reaction with an excess of benzylamine results in a dual nucleophilic substitution at the alkyne moiety involving the rearrangement to a novel cationic amidinium carbyne complex.
Diiodoacetylene: Compact, strong ditopic halogen bond donor
Perkins, Catherine,Libri, Stefano,Adams, Harry,Brammer, Lee
experimental part, p. 3033 - 3038 (2012/07/28)
Diiodoacetylene, C2I2, is the smallest ditopic halogen bond donor other than I2 or other dihalogens. A convenient synthesis of diiodoacetylene from the common Sonagashira coupling reagent Me3SiC≡CH, is described. The halogen-bonded adducts of C 2I2 with dimethylformamide (DMF), pyrazine (pyz) and 1,4-diazabicyclooctane (dabco) have been characterised by X-ray crystallography. All adopt 1D halogen-bonded chains linked via short C-I...O [I...O 2.834(4)-2.888(4) A; C-I...O > 170°] or C-I...N [I...N 2.715(3)-2.832(7) A; C-I...N > 175°] interactions. Attempts to synthesise the adduct of C2I2 with hexamethylenetetramine (hmta) resulted in isolation and crystallographic characterisation of the adduct of C2I4·hmta, indicating decomposition of C2I2 to yield C 2I4 in solution. The adduct comprises two independent C2I4 molecules that act, respectively, as tetratopic and ditopic halogen bond donors forming C-I...N interactions [I...N 2.948(7)-2.999(8) A; C-I...N > 165°], occupying three of the four nitrogen sites on htma. The remaining nitrogen sites engage in N...C(π) interactions directed orthogonal to the plane of the ditopic C2I4 molecules. Separate surveys of halogen bonds formed by diiodo(poly)alkynes I(C≡C)nI (n = 1-3) and by C 2I4 molecules indicate that C-I...N halogen bonds are shorter, when normalised for van der Waals radii, and, by inference, stronger than halogen bonds involving other acceptor groups, and demonstrates that C sp-I...N halogen bonds are generally shorter Csp 2-I...N halogen bonds. The Royal Society of Chemistry 2012.
Synthesis and characterization of novel perylenediimide-cored dendrimer with fluorinated shell
Ren, Huicai,Li, Jiuyan,Wang, Renjie,Wang, Qian,Liu, Di
scheme or table, p. 759 - 765 (2011/03/20)
A perylenediimide-based dendrimer, PDI-F, was designed and synthesized for application as red host emitter in nondoped organic light-emitting diodes. PDI-F was designed with perylenediimide as the luminescence core and pentafluorophenyl rings as the surface groups. The dendrimer molecule constructed in this way is bulky and nonplanar. PDI-F exhibits good solubility in common organic solvents and is suitable for wet methods such as spin coating to make thin films. All new compounds of the intermediates and the target dendrimer were characterized by 1H NMR, 13C NMR, mass spectrometry, and elemental analysis. In addition, the ultraviolet (UV) absorption and fluorescence (FL) of PDI-F were measured and discussed. To the best of our knowledge, this is the first report of dendrimer PDI-F.
