Synlett 2006(18): 2959-2964  
DOI: 10.1055/s-2006-951521
LETTER
© Georg Thieme Verlag Stuttgart · New York

Palladated Kaiser Oxime Resin as Precatalyst for the Heck Reaction in Organic and Aqueous Media

Emilio Alacid, Carmen Nájera*
Departamento de Química Orgánica, Facultad de Ciencias and Instituto de Síntesis Orgánica, Universidad de Alicante, Apdo. 99, 03080 Alicante, Spain
Fax: +34(965)903549; e-Mail: cnajera@ua.es;
Further Information

Publication History

Received 23 March 2006
Publication Date:
25 October 2006 (online)

Abstract

A particular Kaiser oxime resin derived palladacycle is an efficient precatalyst for the Heck reaction with aryl iodides and bromides in DMF and in aqueous solvents under relatively moderate temperatures (110 °C and 120 °C) and high TON up to 105. Poisoning studies indicate that this polymer acts as a precatalyst. The polymer has been reused after recycling with low to moderate leaching of Pd(0).

7

These reaction conditions were considered the most appropriate when complex 2 was used as precatalyst. See ref. 3j-m.