23539-76-6Relevant academic research and scientific papers
Selective Synthesis of Bisdimethylamine Derivatives from Diols and an Aqueous Solution of Dimethylamine through Iridium-Catalyzed Borrowing Hydrogen Pathway
Jeong, Jaeyoung,Fujita, Ken-ichi
, (2021/12/13)
Bisdimethylamine derivatives are an important class of compounds in the polymer and pharmaceutical industries. However, existing methods for the synthesis of these compounds have several drawbacks such as low selectivity, use of toxic reagents, and generation of waste. In this study, a new system was developed for the selective synthesis of bisdimethylamine derivatives using a diol and dimethylamine as starting materials and an iridium complex bearing an N-heterocyclic carbene ligand as catalyst. The starting materials were easily available, less toxic, inexpensive, and easy to handle. The reaction proceeded efficiently through a borrowing hydrogen pathway under aqueous conditions, without any additional organic solvent, to afford various bisdimethylamine derivatives in good to excellent yields.
Design, synthesis, and solution behaviour of small polyamines as switchable water additives
Mercer, Sean M.,Robert, Tobias,Dixon, Daniel V.,Chen, Chien-Shun,Ghoshouni, Zahra,Harjani, Jitendra R.,Jahangiri, Soran,Peslherbe, Gilles H.,Jessop, Philip G.
supporting information; experimental part, p. 832 - 839 (2012/04/23)
The practice of adding salt to water to induce salting out of contaminants or to break emulsions and suspensions is generally avoided industrially because of the expense of the necessary treatment of the salty water afterwards. However, the use of switchable water, an aqueous solvent with switchable ionic strength, allows for reversible generation and elimination of salts in aqueous solution, through the introduction and removal of CO2. In the effort to improve the efficiency of these switchable salts, a physical study modeling their reactivity and solution behaviour has been performed, resulting in a set of design principles for future switchable water additives. The resulting polyamines synthesized using this template show the highest efficiency recorded for a switchable water additive. The Royal Society of Chemistry 2012.
Cyclotrimerization of alkynes catalyzed by the naphthalene ruthenium complex [CpRu(10H8)] +
Perekalin,Trifonova,Petrovskii,Kudinov
experimental part, p. 2110 - 2113 (2012/09/22)
The naphthalene ruthenium complex [CpRu(10H8)] + (in the presence of Cl- ions) catalyzes the cyclotrimerization of 2,2-dimethyl-5,5-dipropargyl-1,3-dioxane-4,6-dione with alkynes (acetylene, hex-1-yne, hex-3-yne, oct-1-yne, phenylacetylene, trimetylsilylacetylene, octa-1,7-diyne, pent-1-yn-5-ol, methyl propargyl ether, and propargyl acetate) giving tricyclic aromatic compounds in 55-85% yields.
SWITCHABLE HYDROPHILICITY SOLVENTS AND METHODS OF USE THEREOF
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Page/Page column 84, (2011/05/11)
A solvent that reversibly converts from a hydrophobic liquid form to hydrophilic liquid form upon contact with water and a selected trigger, e.g., contact with CO2, is described. The hydrophilic liquid form is readily converted back to the hydr
TARGETING CHELANTS AND CHELATES
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Page/Page column 72, (2010/10/20)
Novel chelants and other compounds, and compositions thereof are provided, that are useful for detection and treatment of cancer and other abnormal and disease-state cells and tissues.
Highly regioselective [2 + 2 + 2] cycloaddition of terminal alkynes catalyzed by η6-arene complexes of titanium supported by dimethylsilyl-bridged p-tert-butyl calix[4]arene ligand
Ozerov, Oleg V.,Patrick, Brian O.,Ladipo, Folami T.
, p. 6423 - 6431 (2007/10/03)
Two new Ti-η6-arene complexes [(DMSC)Ti{η6-1,2,4-C6H3(SiMe 3)3}] (6) and [(DMSC)Ti{η6-1,3,5-C6H3But 3}] (7) containing 1,2-alternate, Me2Si-bridged p-tert-butylcalix[4]arene (DMSC) ancillary ligand have been synthesized. The solid-state structure of 6 revealed a highly folded arene ligand [with a dihedral angle of 29.7(7)○] and suggests that 6 is better described as a 7-titananorbornadiene species. Both 6 and 7 are efficient catalysts for highly regioselective [2 + 2 + 2] cycloaddition of terminal alkynes to yield 1,2,4-substituted benzenes. Kinetic studies of the catalytic [2 + 2 + 2] cycloaddition of Me3SiC≡CH revealed first-order dependence on [6] and [Me3SiC≡CH]; and activation parameters, ΔH? = 14 kcal/mol, and ΔS? = - 11 cal/mol K, that are consistent with an associative mechanism. The reaction rate is influenced by the steric requirements of both the alkyne and the η6-arene compound. The high selectivity for 1,2,4-substituted benzene may be understood in terms of the directing influence of the DMSC ligand.
Formation of octahedral iridium(III) dihydrides from the reaction of ortho-chelated aryliridium(I) compounds with dihydrogen
Van Der Zeijden, Adolphus A. H.,Van Koten, Gerard,Luijk, Ronald,Grove, David M.
, p. 1556 - 1561 (2008/10/08)
The reaction of IrI[C6H2(CH2NMe 2)-2-R1-4-R2-6](COD) (COD = cycloocta-1,5-diene) with dihydrogen in CD2Cl2 was monitored by 1H NMR. At -20°C quan
Inclusion Compounds of Organic Onium Salts, IV. Organyl Ammonium Hosts as Versatile Clathrate Formers
Loehr, Hans-Gerd,Josel, Hans-Peter,Engel, Aloys,Voegtle, Fritz,Schuh, Willy,Puff, Heinrich
, p. 1487 - 1496 (2007/10/02)
The organyl-oligo-ammonium compounds 1 - 25 and their clathrates with a variety of low molecular weight neutral compounds, especially solvent molecules, are prepared.The inclusion capacity of the new clathrands can be explained by interstices in the host lattice.The conformational flexibility of the voluminous onium branches is responsible for the great number of clathrates; their stability depends on the ion lattice.The X-ray analysis of the ethanol clathrate of the onium host 8 shows that one ethanol molecule is surrounded by the host molecules in a cage-type manner.The great variety of the inclusions obtained up to now demonstrates that the oligo onium host compounds have to be considered as the most universal clathrands of organic chemistry.Hints are given for the syntheses of new onium clathrates.
