Complexation par transfert de charge de la chlorpromazine en présence d'iode; action thyroïdienne sécondaire de cette molécule

1984 ◽  
Vol 62 (9) ◽  
pp. 1807-1811 ◽  
Author(s):  
Anne-Catherine Absil ◽  
Jacques Buxeraud ◽  
Claude Raby

Molecular interaction between iodine and chlorpromazine is investigated by electron spectroscopy. Iodine forms a charge transfer complex with chlorpromazine, with 1:1 stoichiometry and of the n–σ type. The values of the formation constant (Kc at20 °C = 3166 ± 19 L mol−1) and thermodynamic parameters (ΔH0 = −11.22 ± 0.11 kcal mol−1, ΔS0 = −22.29 ± 0.38 cal mol−1 K−1) show a strong donor–acceptor interaction, comparable to that obtained with tertiary amines. The formation constant is compared to those obtained with antithyroid molecules. Chlorpromazine appears to have no effect on the intrathyroid cycle of iodine.

2015 ◽  
Vol 68 (11) ◽  
pp. 1693 ◽  
Author(s):  
Keisuke Nagasaki ◽  
Yoshihisa Inoue ◽  
Tadashi Mori

The diastereodifferentiating Paternò–Büchi reaction of chiral cyanobenzoate with 1-(1-naphthyl)-1-phenylethene was compared with those with 1,1-diphenylethene on direct and charge-transfer excitations. By desymmetrization of the donor, four diastereomeric oxetane products were formed on photolysis in excellent combined yields. Increase in donor strength induced a stronger charge-transfer interaction both in ground and excited states. Thus, the difference in diastereoselectivities with two different excitation modes (i.e. direct versus charge-transfer) became less significant with a naphthyl derivative as donor. A subtle change of donor–acceptor interaction was shown to have profound effect on the nature of the excited-state complexes and thus the product (stereo)selectivities. Despite a small temperature dependence, an Eyring-type study on the diastereoselectivities confirmed that the excited charge-transfer complex is an excited species distinct from the conventional exciplex.


2018 ◽  
Vol 149 (24) ◽  
pp. 244107 ◽  
Author(s):  
Tianji Ma ◽  
Matteo Bonfanti ◽  
Pierre Eisenbrandt ◽  
Rocco Martinazzo ◽  
Irene Burghardt

1988 ◽  
Vol 27 (3) ◽  
pp. 431-433 ◽  
Author(s):  
Silvia Kubiniok ◽  
Wolf-Walther du Mont ◽  
Siegfried Pohl ◽  
Wolfgang Saak

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