Substitution électrophile aromatique. IV. Effets stériques dans la réaction d'iodo-démétallation de dérivés organostanniques aromatiques

Autor: Richard Martin, B. Wilmet‐Devos, Mireille Grosjean, Ouri Buchman, Jacques Nasielski
Rok vydání: 1964
Předmět:
Zdroj: Helvetica Chimica Acta. 47:1688-1695
ISSN: 0018-019X
DOI: 10.1002/hlca.19640470704
Popis: Aromatic organo‐tin compounds ArSnR3 have been synthesized with R = n‐butyl and R = i‐propyl. Increased bulk of the leaving group results in lower reactivity towards iodine, showing appreciable interactions between the incoming and leaving groups. A peri hydrogen atom induces a secondary steric acceleration, suggesting that the ground state for large R3Sn substituents in 1‐naphthyl systems is strained. This agrees with previous reports by EABORN et coll. [14] relating to the corresponding silicon and germanium compounds. Copyright © 1964 Verlag GmbH & Co. KGaA, Weinheim
Databáze: OpenAIRE