548-12-9Relevant articles and documents
Reactions of Electron-Rich Heterocycles with Derivatives of Carboxylic Ortho Acids, II: Acid Catalysed Reactions of 3-Substituted Indoles with Ethyl Orthoformate
Mueller, Johann,Pindur, Ulf
, p. 555 - 561 (1984)
The indoles 1a and 1b react with the diethoxycarbenium ion 2b, generated in an acidic medium, to yield the di- and triindolylmethanes 3, 4, 5 and 7.Compound 5a is oxidized to the cyanine 6a.Tryptamine (8a) undergoes formylation with 2b.When the nucleophilicity of the amino group in 8a is reduced, formation of triindolylmethane is favored, as shown in the reaction of 8b with 2b.
Triple-Pnictogen Bonding as a Tool for Supramolecular Assembly
Moaven, Shiva,Andrews, Miranda C.,Polaske, Thomas J.,Karl, Brian M.,Unruh, Daniel K.,Bosch, Eric,Bowling, Nathan P.,Cozzolino, Anthony F.
, p. 16227 - 16235 (2019)
Supramolecular assembly utilizing simultaneous formation of three pnictogen bonds around a single antimony vertex was explored via X-ray crystallography, solution NMR, and computational chemistry. An arylethynyl (AE) ligand was designed to complement the three electrophilic regions around the Sb compound. Though solution studies reveal large binding constants for individual pyridyl units with the Sb donor, the rigidity and prearrangement of the AE acceptor proved necessary to achieve simultaneous binding of three acceptors to the Sb-centered pnictogen-bond donor. Calculations and X-ray structures suggest that negative cooperativity upon sequential binding of three acceptors to a Sb center limits the utility of triple-pnictogen bonding pyridyl acceptors. These limitations can be negated, however, when positive cooperativity is designed into a complementary acceptor ligand.
Spectroscopic properties of the receptors based on 2- And 3-linked tri(indolyl)methanes for anion binding
Wei, Wei,Guo, Yong,Xu, Jian,Shao, Shijun
, p. 620 - 624 (2010)
The anion binding properties of two title tri(indolyl)methane compounds have been evaluated by using UV-vis absorption and fluorescence spectroscopy. Different from 3-linked receptor which exhibited faint even no obvious spectral response to anions, 2-linked receptor can bind F-, AcO- and H2PO4-, with the bathochromic shifts of the UV absorption and fluorescence quenching. This selectivity will be attributed to suitable steric array of NH binding sites of 2-linked receptor, which helps to form multiple hydrogen bonding interactions with anions.
Anion recognition properties of receptor based on 2-linked trisindolymethene
Wei, Wei,Shao, Shi Jun,Guo, Yong
, p. 1039 - 1043 (2015/09/28)
A compound based on 2-linked trisindolymethene is studied as a new anion receptor. This receptor selectively F?, AcO? and H2PO4 ? recognizes by visible color changes. It binds with F?, AcO? and H2PO4 ? by double hydrogen bonding interactions, and favorable color changes of violet-to-colorless are observed clearly. The addition of excessive F? induces further deprotonation of the receptor, exhibiting the color change from violet to yellow. Due to the positive charge in the molecular structure of the receptor, it can even binding with F? and AcO? in watercontaining solution by color change.
Eco-friendly synthesis of condensed nitrogen heterocycles: A brief experience from our group
Chakrabarty, Manas,Mukherji, Ajanta
, p. 1681 - 1694 (2014/01/17)
In order to develop eco-friendly syntheses of condensed nitrogen heterocycles, solvent-free syntheses on solid acidic catalysts and aqueous reactions using a phase transfer catalyst (PTC) were successfully carried out. The catalysts used were (i) TLC-grade silica gel G (SiO2), (ii) SiO2 doped with 10 mol% phosphoric acid (H3PO 4-SiO2), (iii) Montmorillonite K10 clay (K10), (iv) acid-washed K10 clay (acid-clay), (v) K10 doped with one equivalent (with respect to substrate) of tosic acid (TsOH-K10) and (vi) cetylpyridinium bromide (CPB) (5 mol%) as the PTC. The reactions were carried out at room temperature (rt), at 60-70°C (oven) or under microwave irradiation (MWI).
