180740-69-6Relevant academic research and scientific papers
Aluminium-mediated reductive dimerization of aromatic dialdehydes
Sahade, Daniel A.,Kawaji, Takatoshi,Sawada, Tsuyoshi,Mataka, Shuntaro,Thiemann, Thies,Tsukinoki, Takehito,Tashiro, Masashi
, p. 210 - 211 (1999)
Pinacol coupling reaction of several aromatic dialdehydes 1a-d using inexpensive aluminum powder as a reductive reagent in aqueous NaOH-methanol media afforded dimeric compounds 2a-d as main products, in which only one carbonyl group of 1 was reduced.
Examination of the Dynamic Covalent Chemistry of [2 + 3]-Imine Cages
Schick, Tobias H. G.,Rominger, Frank,Mastalerz, Michael
, p. 13757 - 13771 (2020)
The synthesis of shape-persistent organic cage compounds by the formation of imine bonds opens the possibility to realize cages of different sizes, geometries, topologies, and functions. It is generally assumed that the imine bond is rather chemically labile allowing a self-correction mechanism until thermodynamic equilibrium is reached, which is often the case if a cage is formed. However, there are some contradictory experimental data to this assumption. To get a deeper insight into the imine bond dynamics of covalent organic cages, we studied the formation and exchange of both dialdehydes and triamines of two different [2 + 3] imine cages with the aid of a deuterated dialdehyde molecular building block.
Pincer iridium(III)-catalyzed enantioselective C(sp3)-H functionalization via carbenoid C[sbnd]H insertion of 3-diazooxindoles with 1,4-cyclohexadiene
Gong, Junfang,Li, Nan,Song, Maoping,Wang, Fang,Yang, Xiaoyan,Zhu, Yanyan
supporting information, (2021/12/20)
The asymmetric carbenoid C[sbnd]H insertion of 3-diazooxindoles into 1,4-cyclohexadiene has been accomplished in the presence of chiral bis(imidazoline) NCN pincer iridium(III) complexes as the catalysts. With a catalyst loading of 0.5 mol%, the reactions proceeded smoothly at 0 °C to afford a variety of chiral 3-substituted oxindoles in good yields with moderate to excellent enantioselectivities (up to 99% ee). The protocol exhibits good functional group tolerance with respect to 3-diazooxindoles and is readily scaled up to 2 mmol scale without any loss in activity and enantioselectivity. Density functional theory (DFT) calculations have been performed to better understand the reaction mechanism and to explain the stereochemical outcome of the reactions.
Chiral Bis(imidazolidine)-Derived NCN Pincer Rh Complex for Catalytic Asymmetric Mannich Reaction of Malononitrile with N-Boc Imines
Arai, Takayoshi,Moribatake, Takuma,Masu, Hyuma
supporting information, p. 10671 - 10675 (2015/07/20)
Chiral bis(imidazolidine)-derived NCN-rhodium complexes ([PhBidine-RhX2] and [tBu-PhBidine-RhX2]) were prepared by a CH insertion method, and the structures were unequivocally determined by X-ray crystallographic analysis. The [tBu-P
C3-Symmetric chiral trisimidazoline: The role of a third imidazoline and its application to the nitro Michael reaction and the α-amination of β-ketoesters
Murai, Kenichi,Fukushima, Shunsuke,Nakamura, Akira,Shimura, Masato,Fujioka, Hiromichi
, p. 4862 - 4868 (2011/08/03)
We describe the necessity of the C3-symmetry and the role of a third imidazoline of trisimidazoline 3, which was recently developed by us as a new entry of organocatalyst. The utility of 3 as a Br?nsted base catalyst in the nitro Michael reaction and the α-amination of β-ketoesters was shown, and the recyclability of the catalyst was also demonstrated.
A rapid microwave-assisted procedure for easy access to Npolydentate ligands for potential application in α-RIT
Mevel, Mathieu,Bodio, Ewen,Grosjean, Sylvain,Montavon, Gilles,Meslin, Jean-Claude,Julienne, Karine,Deniaud, David
body text, p. 1215 - 1218 (2010/07/05)
Heterocycles bearing a hydrazine moiety react with bisaldehydes or bisketones to afford new Npolydentate ligands suitable for -radioimmunotherapy. We developed a fast and efficient method using microwave-assisted technology to obtain chelators with variab
Hexameric palladium(II) terpyridyl metallomacrocycles: Assembly with 4,4′-bipyridine and characterization by TWIM mass spectrometry
Perera, Sujith,Li, Xiaopeng,Soler, Monica,Schultz, Anthony,Wesdemiotis, Chrys,Moorefield, Charles N.,Newkome, George R.
body text, p. 6539 - 6544 (2010/10/20)
TWIM peaks: A macrocycle containing 12 PdII terpyridyl centers was assembled using 4,4′-bipyridyl ligands and characterized by NMR and traveling wave ion mobility mass spectrometry (TWIM-MS). The macrocyclic architecture was also examined by tandem mass s
Synthesis and characterization of a highly potent and selective isotopically labeled retinoic acid receptor ligand, ALRT1550
Bennani, Youssef L.,Marron, Kristin S.,Mais, Dale E.,Flatten, Karen,Nadzan, Alex M.,Boehm, Marcus F.
, p. 543 - 550 (2007/10/03)
The syntheses of two labeled homologues of (2E,4E,6E)-7-(3,5-di-tert- butylphenyl)-3-methylocta-2,4,6-trienoic acid (ALRT1550, 2), [13CD3]ALRT1550 (3) and [3H]ALRT1550 (4), are described in this report. ALRT1550 is an exceptionally potent antiproliferative agent which is currently in phase I/II clinical trials for acute chemotherapy. Both homologues were prepared from commercially available 3,5-di-tert-butylbenzoic acid. Homologue [13CD3]ALRT1550 was labeled at the 7-position of the trienoic acid chain via addition of [13CD3]MgI to a Weinreb amide precursor. The preparation of [3H]ALRT1550 utilized novel methodology to synthesize a sterically hindered and site-specific tritium-labeled tert- butyl group. Saturation binding and Scatchard analysis of this ligand at the retinoic acid receptors are also described, along with competition binding (K(i)) values for a series of known retinoids using [3H]ALRT1550 or [3H]ATRA as the labeled probes.
