13612-59-4Relevant articles and documents
Theoretical and experimental studies on the structure and isomerization of isocyano and cyano cyclopolyenes
Mikhailova,Dushenko,Mikhailov,Minyaev,Minkin
, p. 1451 - 1463 (2008)
Quantum-chemical calculations in terms of the density functional theory showed that cyclopolyenyl isocyanides RNC are considerably less stable than the corresponding cyanides and that they are capable of undergoing RNC → RCN isomerization according to bot
Synthesis of new Schiff bases; Investigation of their in situ catalytic activity for Suzuki CC coupling reactions and antioxidant activities
Y?lmaz, ?zgür
, p. 917 - 928 (2021)
New series of Schiff bases have been synthesized from the reaction between cyclohepta-2,4,6-trien-1-ylmethanamine and different aldehydes, and characterized via using 1H NMR, 13C NMR, FTIR spectroscopy, and GC–MS. After the successful synthesis, the in situ catalytic activity of all Schiff bases have been examined for the Suzuki CC cross-coupling reactions using phenylboronic acid, aryl bromides, and PdCl2 as a catalyst. Before starting these investigations, reaction conditions were optimized using different bases and solvents. At the end of these reactions, the best efficiency was obtained in Et3N and EtOH. In addition to catalytic investigations, antioxidant activities of all synthesized Schiff bases were examined using DPPH and Iron (Fe2+) chelation methods, and IC50 values were calculated. While many molecules show various amounts of antioxidant activity, especially molecules 8e and 8g showed the best activity compared to butylated hydroxytoluene (BHT) and butylated hydroxyanisole (BHA), which were used as positive controls, in DPPH and Iron chelating methods, respectively.
Cycloheptatrienyl Radicals: An EPR Study of Substituent Effects
MacCorquodale, Finlay,Walton, John C.
, p. 364 - 369 (1990)
Cycloheptatrienyl radicals with donor and acceptor substituents were generated by hydrogen abstraction from the corresponding cycloheptatrienes and studied by EPR spectroscopy.The barrier to rotation about the C-1-C=O bond in ethoxycarbonylcycloheptatrienyl radicals was found to be ca.7.5 kcal mol-1 (31.4 kJ mol-1).The observed hyperfine splittings of the ring hydrogens were interpreted in terms of a model in which the substituent causes an energy separation ΔE between the frontier orbitals.Populations of the symmetric and antisymmetric orbitals were deduced, and ΔE values were estimated.A similar analysis was carried out from EPR data for substituted benzene radical anions.These energy separations show a linear correlation with Hammett constants.The ρ-values from plots of this type for annulene radicals decrease in magnitude as the size of the ring increases.
Tropylium ion mediated α-cyanation of amines
Allen, Julia M.,Lambert, Tristan H.
supporting information; experimental part, p. 1260 - 1262 (2011/04/15)
Tropylium ion mediated α-cyanation of amines is described. Even in the presence of KCN, tropylium ion is capable of oxidizing various amine substrates, and the resulting iminium ions undergo salt metathesis with cyanide ion to produce aminonitriles. The byproducts of this transformation are simply cycloheptatriene, a volatile hydrocarbon, and water-soluble potassium tetrafluoroborate. Thirteen total substrates are shown for the α-cyanation procedure, including a gram scale synthesis of 17β-cyanosparteine. In addition, a tropylium ion mediated oxidative aza-Cope rearrangement is demonstrated.
CIS- AZA-/OXA- BIS-?-HOMOBENZENES - DIHYDROAZOCINES / HYDROOXOCINS
Zipperer, B.,Fletschinger, M.,Hunkler, D.,Prinzbach, H.
, p. 2513 - 2516 (2007/10/02)
Dihydroazocines and hydrooxocins, which are sought as the conjugate acids of novel 10Π- heterocinyl-anions, are made available via cis-aza/-oxa-bis-?-homobenzenes from 7-cyanotropilidene.
THERMOLYSIS AND PHOTOLYSIS OF 4-DIAZO-1,2,3-TRIAZOLES IN BENZENOID SOLVENTS, SYSTEMS WHICH REVEAL DECOMPOSITION OF DIAZO COMPOUNDS TO CARBENES TO DIAZO COMPOUNDS TO CARBENES.
Hui, H. K.-W.,Shechter, H.
, p. 5115 - 5118 (2007/10/02)
4-Diazo-1,2,3-triazoles thermolyze and photolyze to 4H-1,2,3-triazolylidenes which (1) convert benzenes to 4-phenyl-1,2,3-triazoles or/and (2) isomerize to α-diazonitriles which react carbenically with benzenes by addition, ring-expansion or substitution processes.
Some stable substituted cycloheptatrienyl carbanions
Zwaard, A. W.,Kloosterziel, H.
, p. 126 - 128 (2007/10/02)
The reaction of some 7-substituted cycloheptatrienes with KNH2 in liquid ammonia is described.In several cases stable carbanions are formed.Their NMR spectra are consistent with a non-planar pentadienyl-like structure.A comparison of the 1H-NMR spectra of 10 and 11 shows the paratropic character of the cycloheptatrienyl anions.
