4838-42-0Relevant articles and documents
INVESTIGATION OF THE DIMERIZATION OF ACRIDINE RADICAL ANIONS BY ELECTROCHEMICAL METHODS
Gul'tyai, V. P.,Mendkovich, A. S.,Rubinskaja, T. Ya.,Rusakov, A. I.
, p. 1153 - 1155 (1990)
The electrochemical reduction of acridine (dimethylformamide (DMF) and Bu4NClO4) was investigated by differential cyclic voltammetry and controlled-potential electrolysis.The experimental data (dimerization rate constant and yield of the 9,9' dimer) agreed with the theoretically calculated ones.
Stoichiometrically sensitized decarboxylation occurring in the two-component molecular crystals of aza aromatic compounds and aralkyl carboxylic acids
Koshima, Hideko,Ding, Kuiling,Chisaka, Yosuke,Matsuura, Teruo,Miyahara, Ikuko,Hirotsu, Ken
, p. 10317 - 10324 (2007/10/03)
Highly selective photodecarboxylation could be achieved by utilizing a series of two-component molecular crystals of aralkyl carboxylic acids such as 3-indolepropionic acid (a) and 1-naphthylacetic acid (b) combined with acridine (1) or phenanthridine (2) as an electron acceptor. The 1:1 hydrogen bonded crystals were prepared by recrystallization from the solutions. Irradiation of the crystals at -70°C caused highly selective decarboxylation to give corresponding decarboxylated compounds alone in nearly quantitative yields, due to a smaller thermal motion of the radical species in the crystal lattice. Upon irradiating a crystal, a carboxylate radical and hydroacridine or hydrophenanthridine radical are produced via electron transfer from the acid to 1 or 2 and subsequent proton transfer followed by decarboxylation. Next hydrogen abstraction by an active aralkyl radical occurs in highest priority over the shortest distance of 3.2-3.5 A? resulting in the formation of a corresponding decarboxylated product and the regeneration of 1 or 2. Occurrence of radical coupling is low due to the longer coupling distance of 4.5-6.5 A? estimated from the crystallographic data of the starting two-component molecular crystals. The hydrogen abstraction path in the crystal lattice could be confirmed by the reaction of a deuterated crystal 1 · bD in which the CO2H group was replaced by CO2D, giving a deuterated 1-methyl(CH2D)naphthalene as a product. Regeneration of 1 or 2 means that the acceptor plays the role of a stoichiometrical sensitizer, which can act in only one cycle, retaining the initial crystal structure. Such a stoichiometrical sensitization is a novel photochemical process, which occurs specifically in the solid state.
Novel photochemical coupling of hindered phenols in the presence of acridine mechanistically probed by CIDEP
Okada, Keiji,Okubo, Katsura,Oda, Masaji,Murai, Hisano
, p. 845 - 846 (2007/10/03)
Irradiation of hindered phenols in the presence of acridine as a light absorber gives bisphenols and biacridane.CIDEP study establishes the path of hydrogen abstraction by the triplet acridine.The overall mechanism is proposed by the product analysis and the CIDEP studies.
PHOTODECARBOXYLATION OF UNMODIFIED CARBOXYLIC ACIDS WITH USE OF AZA AROMATIC COMPOUNDS
Okada, Keiji,Okubo, Katsura,Oda, Masaji
, p. 6733 - 6736 (2007/10/02)
A very simple procedure for photodecarboxylation of intact carboxylic acids leading to alkanes is developed with use of aza aromatic compounds as light absorbers and t-BuSH as a hydrogen donor.
Synthesis of hexacarbonyl derivatives of group 5 metals and electron-transfer processes. Crystal and molecular structure of tetracarbonyl(1,2-bis(diphenylphosphino)ethane)iodotantalum
Calderazzo, Fausto,Pampaloni, Guido,Pelizzi, Giancarlo,Vitali, Francesca
, p. 1083 - 1092 (2008/10/08)
Vanadium, niobium, and tantalum hexacarbonylmetalate(-I) derivatives of several heterocyclic nitrogen bases, RnB[M(CO)6]n (R = H, Me; n = 1, 2), have been synthesized. In some cases an electron transfer from the hexacarbonylmetalate to the protonated or methylated BRnn+ cation has been observed. Pyridinium halides react with Na[M(CO)6] (M = Nb, Ta) in the presence of 1 equiv of 1,2-bis(diphenylphosphino)ethane (diphos) to give high yields of the halo tetracarbonyl derivatives MX(CO)4(diphos). The red-orange TaI(CO)4(diphos) complex has been studied by X-ray diffraction methods. Crystal data: space group P21/n; Mr 818.3; a = 14.864 (10) ?, b = 9.875 (7) ?, c = 19.335 (13) ?; β = 105.61 (2)°; U = 2733 (3) ?3; Z = 4; Dcalcd = 1.988 g cm-3; F(000) = 1568; μ(Mo Kα) = 52.4 cm-1. The geometry of the seven-coordinate tantalum atom is best described as a capped trigonal prism with the iodide ligand in the capping position. By reaction of Na[Ta(CO)6] with 1 equiv of hydrogen chloride and diphos in toluene, the hydride TaH(CO)4(diphos) has been isolated in good yield.