61592-98-1Relevant academic research and scientific papers
Palladium-Catalyzed Double Carbonylative Cyclization of Benzoins: Synthesis and Photoluminescence of Bis-Ester-Bridged Stilbenes
Tani, Yosuke,Ogawa, Takuji
supporting information, p. 7442 - 7446 (2019/01/03)
A palladium-catalyzed double carbonylative cyclization of benzoins has been developed, which realizes the synthesis of bis-ester-bridged stilbenes just in two steps from aldehydes. Thus, the obtained fully fused tetracyclic π-systems have a pyrano[3,2-b]pyran-2,6-dione (PPD) core on their center, showing two reversible reductions at low potentials. In addition, their photoluminescence properties are strikingly affected by the aromatic rings fused to the PPD core; bis-thieno-fused PPDs are found to be excellent fluorophores with quantum yields up to 0.98.
(±)Methanodibenzodiazocine tethered [C-H]δ+ functional site: Study towards benzoin condensation and Baylis-Hillman reactions
Sathyanarayana, Arruri,Prabusankar, Ganesan
, p. 821 - 831 (2015/08/06)
Abstract New heterocyclic ring systems consisting of (±) methanodibenzodiazocine and imidazolium/ benzimidazolium salts were synthesized in very good yield. Subsequently, these halide salts were subjected to the anion exchange reaction with KPF6 to yield the corresponding azolium salts in excellent yield. The possible applications of these newly prepared salts were investigated in homogeneous catalysis. Remarkable changes in the catalytic activity were observed by varying the bulkiness of N-substituent at imidazole. Catalytic activity of these newly prepared salts was tested for the benzoin condensation reaction. Exclusive formation of benzoin products were observed in good yield. Similarly, the dimerization of cyclohexen-1-one to Baylis-Hillman type product, 2-(3-oxocyclohexyl)-2-cyclohexen-1-one was studied. [Figure not available: see fulltext.]
Chemoselective and repetitive intermolecular cross-acyloin condensation reactions between a variety of aromatic and aliphatic aldehydes using a robust N-heterocyclic carbene catalyst
Jin, Ming Yu,Kim, Sun Min,Mao, Hui,Ryu, Do Hyun,Song, Choong Eui,Yang, Jung Woon
supporting information, p. 1547 - 1550 (2014/03/21)
We found that chemoselectivity of the crossed acyloin product is controlled by the adjustment of the aromatic aldehyde/aliphatic aldehyde ratio. Moreover, we observed the persistent catalytic activity of the homogeneous NHC catalyst in a solution due to N
Highly chemoselective direct crossed aliphatic-aromatic acyloin condensations with triazolium-derived carbene catalysts
O'Toole, Sarah E.,Rose, Christopher A.,Gundala, Sivaji,Zeitler, Kirsten,Connon, Stephen J.
supporting information; experimental part, p. 347 - 357 (2011/04/17)
It has been shown for the first time that triazolium precatalysts promote (in the presence of base) highly chemoselective crossed acyloin condensation reactions between aliphatic and ortho-substituted aromatic aldehydes. An o-bromine atom can serve as a temporary directing group to ensure high chemoselectivity (regardless of the nature of the other substituents on the aromatic ring) which then can be conveniently removed. The process is of broad scope and is operationally simple as it does not require the preactivation of any of the coupling partners to ensure selectivtiy. Preliminary data indicate that highly enantioselective variants of the reaction are feasible using chiral precatalysts.
Synthesis and photoreactivity of aryl substituted 4,5-dithienyl[1,3]dithiol-2-ones
Blencowe, Anton,Celli, Angela Maria,Donati, Donato,Hayes, Wayne C.,Martin, Claire,Murphy, Patrick J.,Ponticelli, Fabio,Melville-Richards, Jessica K.
experimental part, p. 3858 - 3862 (2009/09/30)
UV irradiation of hitherto unknown 4,5-bis-benzo[b]thiophen-3-yl-[1,3]dithiol-2-one gave 3-(3-benzo[b]thienyl)-thieno[3,4-c]benzo[e][1,2]dithiine by loss of carbon monoxide and rearrangement, whereas 4,5-bis-(2-bromo-phenyl)-[1,3]dithiol-2-one gave a poly
Two aspects of the desymmetrization of selected prochiral aromatic or vinylic dihalides: enantioselective halogen-lithium exchange and prochiral recognition in chiral liquid crystals
Fan, Chun-An,Ferber, Benoit,Kagan, Henri B.,Lafon, Olivier,Lesot, Philippe
experimental part, p. 2666 - 2677 (2009/04/12)
Several classes of prochiral dihalides have been identified as potential candidates for asymmetric halogen-lithium exchange. Bis-aryl compounds 1 and 2, 2,3-dibromonorbornadiene 3, and 1,2-diiodoferrocene 4 were prepared and used as substrates in the asym
Orthocyclophanes. 1. Synthesis and Charaterization of 4>- and 5>Orthocyclophanes and Bicyclic Biscyclophanes
Lee, Woo Young,Park, Chang Hee,Kim, Young Dong
, p. 4074 - 4079 (2007/10/02)
4>- and 5>orthocyclophanes have been designed, synthesized and characterized.Dimetalation of bis(2-bromophenyl)methane (14) to the corresponding dilithio reagent 21, followed by reaction with aromatic dialdehydes bis(2-formylphen
