75908-75-7Relevant academic research and scientific papers
D3h-Symmetrical Shape-Persistent Macrocycles Consisting of Pyridine–Acetylene–Phenol Conjugates as an Efficient Host Architecture for Saccharide Recognition
Abe, Hajime,Yoneda, Tetsuhiro,Ohishi, Yuki,Inouye, Masahiko
, p. 18944 - 18952 (2016)
Hexagonal shape-persistent macrocycles (SPMs) consisting of three pyridine and three phenol rings linked with acetylene bonds were developed as a preorganized host for saccharide recognition by push–pull-type hydrogen bonding. Three tert-butyl or 2,4,6-tr
Dearomatization/Deiodination of o-Iodophenolic Compounds with α,β-Unsaturated Imines for Accessing Benzofuran Derivatives
Luan, Xinjun,Yu, Jingxun,Yuan, Zhiwei,Zhou, Bigui
supporting information, p. 837 - 841 (2022/02/07)
A dearomatization/deiodination/rearomatization strategy for the [3 + 2] cyclization of o-iodophenolic substrates with α,β-unsaturated imines to construct various dihydrobenzofuran-related skeletons has been established. Tolerance to different functional g
A Short Covalent Synthesis of an All-Carbon-Ring [2]Rotaxane
Steemers, Luuk,Wanner, Martin J.,Ehlers, Andreas W.,Hiemstra, Henk,Van Maarseveen, Jan H.
supporting information, p. 2342 - 2345 (2017/05/12)
While the current supramolecular syntheses of [2]rotaxanes are generally efficient, the final product always retains the functional groups required for non-covalent preorganization. A short and high-yielding covalent-template-assisted approach is reported
A stable open-shell redox active ditopic ligand
Bonanno,Lough,Prosser,Walsby,Poddutoori,Lemaire
supporting information, p. 5460 - 5463 (2016/04/09)
Herein we describe the synthesis, structure and electronic properties of an unusual redox-active ditopic ligand with a stable open-shell configuration. This stable phenoxyl radical features intense and very low energy electronic transitions in the near in
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
Studies toward the synthesis of phenylacetylene macrocycle based rotaxane precursors as building blocks for organic nanotubes
Cantin, Katy,Lafleur-Lambert, Antoine,Dufour, Philippe,Morin, Jean-Francois
, p. 5335 - 5349 (2012/10/30)
Synthetic efforts toward the preparation of rotaxane precursors based on phenylacetylene macrocycles (PAM) are described. The aim of this study was to determine the optimal structural parameters to prepare high-molecular-weight rotaxane precursors through a strategy involving two Sonogashira couplings to attach bulky blockers on the PAM core. PAMs with different sizes and functions were prepared and coupled to different blockers to assess whether or not the resulting structure adopts a rotaxane-like conformation in which the rigid rod forms after the Sonogashira coupling threads through the PAM. Copyright
Solvent-free iodination of organic molecules using the I 2/urea-H2O2 reagent system
Pavlinac, Jasminka,Zupan, Marko,Stavber, Stojan
, p. 699 - 707 (2008/03/27)
Introduction of iodine under solvent-free conditions into several aromatic compounds activated toward electrophilic functionalisation was found to proceed efficiently using elemental iodine in the presence of a solid oxidiser, the urea-H2O2 (UHP) adduct. Two types of iodo- functionalisation through an electrophilic process were observed: iodination of an aromatic ring, and side-chain iodo-functionalisation in the case of arylalkyl ketones. Two reaction routes were established based on the required substrate: iodine: oxidiser ratio for the most efficient iodo-transformation, and the role of UHP was elucidated in each route. The first, requiring a 1: 0.5: 0.6 stoichiometric ratio of substrate to iodine to UHP, followed the atom economy concept in regard to iodine and was valid in the case of aniline (1a), 4-t-Bu-phenol (3), 1,2-dimethoxy benzene (5a), 1,3-dimethoxy benzene (5b), 1,2,3-trimethoxy benzene (7a), 1,2,4-trimethoxy benzene (7b), 1,3,5-trimethoxy benzene (7c), 1-indanone (11a) and 1-tetralone (11b). The second reaction route, where a 1: 1: 1 stoichiometric ratio of substrate: I2: UHP was needed for efficient iodination, was suitable for side-chain iodo-functionalisations of acetophenone (1c) and methoxy-substituted acetophenones. Moreover, addition of iodine to 1-octene (13a) and some phenylacetylenic derivatives (15a, 15b) was found to proceed efficiently without the presence of any oxidiser and solvent at room temperature. This journal is The Royal Society of Chemistry.
Nonmetal-catalyzed iodination of arenes with iodide and hydrogen peroxide
Iskra, Jernej,Stavber, Stojan,Zupan, Marko
, p. 1869 - 1873 (2007/10/03)
Oxidative iodination of arenes was carried out with one equivalent of KI and two equivalents of 30% hydrogen peroxide in MeOH in the presence of strong acid. Reactions of various substituted anisoles, phenols and anilines, as well as mesitylene and uracil, were selective and effective with very good yields of isolated halogenated aromatic molecules.
Preparation of a rigid macrocycle with two exotopic phenanthroline binding sites
Schmittel, Michael,Ammon, Horst
, p. 750 - 752 (2007/10/03)
The preparation of the first rigid macrocyclic bisphenan-throline with exotopic binding sites is described using a series of Sonogashira coupling reactions.
IODINATION OF PHENOLS USING CHLORAMINE T AND SODIUM IODIDE
Kometani, Tadashi,Watt, David S.,Ji, Tae
, p. 2043 - 2046 (2007/10/02)
A convenient procedure for the iodination of many substituted phenols uses chloramine T and sodium iodide in DMF, DMSO, or acetonitrile.
