1370640-97-3Relevant academic research and scientific papers
Diorganodiselenides and zinc(ii) organoselenolates containing (imino)aryl groups of type 2-(RNCH)C6H4
Poellnitz, Alpar,Silvestru, Cristian,Carpentier, Jean-Franois,Silvestru, Anca
, p. 5060 - 5070 (2012/06/04)
Several new diorganodiselenides containing (imino)aryl groups, [2-(RNCH)C6H4]2Se2 [R = Me 2NCH2CH2 (4), O(CH2CH 2)2NCH2CH2 (5), PhCH2 (6), 2′,6′-iPr2C6H3 (7)] were obtained by reacting [2-{(O)CH}C6H4] 2Se2 (3) with RNH2. Treatment of the diselenides 6 and 7 with stoichiometric amounts of K-selectride or Na resulted in isolation of the selenolates K[SeC6H4(CHNCH 2Ph)-2] (9) and Na[SeC6H4(CHNC 6H3iPr2-2′,6′)-2] (10), respectively. The reaction of potassium selenolates with anhydrous ZnCl 2 (2:1 molar ratio) gave Zn[SeC6H4(CHNCH 2Ph)-2]2 (11) and Zn[SeC6H 4(CHNC6H3iPr2-2′, 6′)-2]2 (12). When the dark green solution obtained from diselenide 7 and an excess of Na (after removal of the unreacted metal) was reacted with anhydrous ZnCl2 a carbon-carbon coupling reaction occurred and the 9,10-(2′,6′-iPr2C 6H3NH)2C14H10 (8) species was obtained. The compounds were investigated in solution by multinuclear NMR (1H, 13C, 77Se, including 2D and variable temperature experiments) and by mass spectrometry. The molecular structures of 6, 8, 11 and 12 were established by single-crystal X-ray diffraction. All compounds are monomeric in the solid state. In the diselenide 6 the (imino)aryl group acts as a (C,N)-ligand resulting in a distorted T-shaped coordination geometry of type (C,N)SeX (X = Se). For the zinc complexes 11 and 12 the (Se,N) chelate pattern of the selenolato ligands results in tetrahedral Zn(Se,N) 2 cores. The Royal Society of Chemistry 2012.
