Solvent and salt effects on the reactions of allyltin (IV) compounds with singlet oxygen, 4-phenyl-1,2,4-triazoline-3,5-dione and diethyl azodicarboxylate

Authors
Kinart, WJ Kinart, CM Tylak, I
Citation
Wj. Kinart et al., Solvent and salt effects on the reactions of allyltin (IV) compounds with singlet oxygen, 4-phenyl-1,2,4-triazoline-3,5-dione and diethyl azodicarboxylate, J ORGMET CH, 608(1-2), 2000, pp. 49-53
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANOMETALLIC CHEMISTRY
ISSN journal
0022328X → ACNP
Volume
608
Issue
1-2
Year of publication
2000
Pages
49 - 53
Database
ISI
SICI code
0022-328X(20000825)608:1-2<49:SASEOT>2.0.ZU;2-2
Abstract
The effect of the increase of polarity of the solvent binary mixture methan ol-benzene on the selectivity and the rate of metalloene reactions of diffe rent allyltin compounds with singlet oxygen, 4-phenyl-1,2,4-triazoline-3,5- dione (PTAD) and diethyl azodicarboxylate (DEAD) was studied. Analogous com parative studies were carried out in Et2O and 4 mol dm(-3) solutions of LiC lO4 in diethyl ether. In the reaction with PTAD and O-1(2) the more polar s olvent favoured the production of the M-ene product, whereas the cycloaddit ion reaction was favoured by a non-polar solvent. (C) 2000 Elsevier Science S.A. All rights reserved.