Substitution Électrophile Aliphatique II. Influence de l'effet stérique dans la bromo et l'iododemétallation de dérivés alcoylés de l'étain (1)
- 1 January 1962
- journal article
- research article
- Published by Wiley in Bulletin des Sociétés Chimiques Belges
- Vol. 71 (9-10) , 601-614
- https://doi.org/10.1002/bscb.19620710914
Abstract
The rates of the reactions of tetraalkyltins (R4Sn) with bromine in dimethylformamide and acetic acid solutions and with iodine in acetic acid are found to depend on steric effects (kMe> kEt > knPr), caused by the R3Sn leaving group. Trialkyltin bromides (R3SnBr) are cleaved by bromine in acetic acid in a reactivity sequence (kMe < kEt > knPr) which is best explained by an increasing importance of inductive effects.Keywords
This publication has 8 references indexed in Scilit:
- Substitution Électrophile Aliphatique. Mécanisme et Vitesse de la Réaction D'Iododémétallation des Tétraméthyl, Éthyl, nPROPYL, nBUTYL et AllylétainsBulletin des Sociétés Chimiques Belges, 1962
- Investigations on chemical kinetics by means of absorption spectroscopy and calculations of immeasurable spectra by this methodRecueil des Travaux Chimiques des Pays-Bas, 1962
- Molecular Complexes and Their Spectra. XIII. Complexes of Iodine with Amides, Diethyl Sulfide and Diethyl DisulfideJournal of the American Chemical Society, 1961
- Organotin Compounds.Chemical Reviews, 1960
- Conductance Studies of Organometallic Chlorides of Group IVB and of Hydrogen Chloride in N,N-Dimethylformamide. Some Observations About the Purification of the SolventJournal of the American Chemical Society, 1957
- Halogen Addition to Ethylene Derivatives. I. Bromine Additions in the Presence of Bromide IonsJournal of the American Chemical Society, 1942
- Halogenation Reactions. I. Some Regularities of Relative Rates of Reaction in Liquid Media1Journal of the American Chemical Society, 1933
- STUDIES RELATING TO METALLO-ORGANIC COMPOUNDS. I. INTRODUCTION. II. THE EQUIVALENT CONDUCTANCE OF TRIMETHYLSTANNYL CHLORIDE IN ETHYL ALCOHOLJournal of the American Chemical Society, 1923