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Opening of the azastibol heterocycle with various acids: Isolation of novel N,C-chelated organoantimony(III) compounds
Year: 2013
Type of publication: článek v odborném periodiku
Name of source: Journal of Organometallic Chemistry
Page from-to: 156-162
Titles:
Language Name Abstract Keywords
cze Reakce azastibolů s anorganickými kyselinami: Syntéza nových N,C-chelatovaných organoantimonitých sloučenin Reakce N,C-koordinované sloučeniny L2SbCl (1) (L = [2-(2',6'-i-Pr2C6H3)N=CHC6H4]) s K[B(s-Bu)(3)H] vedla ke vzniku LSb{2-[CH2N(2',6'-i-Pr2C6H3)]C6H4} (2). Tato sloučenina obsahuje aza-stiba heterocyklus. Reakce této sloučeniny s HX kyselinami vedla k syntéze sloučenin LSb(X){2-[CH2NH(2',6'-i-Pr2C6H3)]C6H4} (X = Cl (4), CH3COO (5), CF3COO (6), CF3SO3 (7), FcCOO (8)). Reakce azastibolů; anorganické kyseliny; N,C-chelatované organoantimonité sloučeniny
eng Opening of the azastibol heterocycle with various acids: Isolation of novel N,C-chelated organoantimony(III) compounds The reaction of N,C-intramolecularly coordinated organoantimony(III) compound L2SbCl (1) (where L is [2-(2',6'-i-Pr2C6H3)N=CHC6H4]) with one molar equivalent of the K-selectride (K[B(s-Bu)(3)H]) gave compound LSb{2-[CH2N(2',6'-i-Pr2C6H3)]C6H4} (2) containing five membered aza-stiba heterocycle. On the contrary, analogical reaction between the organobismuth(III) compound L2BiCl (3) and K-selectride gave only inseparable mixture of products. Reactions of 2 with selected acids HX resulted in the cleavage of the present Sb-N bond and formation of novel N, C-chelated compounds LSb(X){2-[CH2NH(2',6'-i-Pr2C6H3)]C6H4} (where X = Cl (4), CH3COO (5), CF3COO (6), CF3SO3 (7) or FcCOO (8); Fc = ferrocenyl). Compounds 4-8 were characterized by the help of elemental analysis, electrospray ionization (ESI) mass spectrometry, multinuclear NMR spectroscopy, IR spectroscopy and in the case of 5 by the single-crystal X-ray diffraction analysis. The molecular structures of compounds LSb(X){2-[CH2NH(2',6'-i-Pr2C6H3)]C6H4}center dot HX (where X = CF3COO (6a), CF3SO3 (7a)) were determined by the single-crystal X-ray diffraction analysis as well. Compounds 6a and 7a are most probably products of partial hydrolysis of compounds 6 and 7. antimony; azastiboles; chelating ligands; X-ray structures; NMR

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