Palladium-Catalyzed Cross-Coupling Reaction of 1-Aryltriazenes with Aryl- and Alkenyltrifluorosilanes

✍ Scribed by Tomoyuki Saeki; Tadafumi Matsunaga; Eun-Cheol Son; Kohei Tamao

• Publisher: John Wiley and Sons
• Year: 2004
• Tongue: English
• Weight: 113 KB
• Volume: 346
• Category: Article
• ISSN: 1615-4150
• DOI: 10.1002/adsc.200404212

✦ Synopsis

Abstract

The palladium‐catalyzed cross‐coupling reaction of 1‐aryltriazenes with aryl‐ and alkenyltrifluorosilanes occurs readily at room temperature to yield the corresponding biaryl and stilbene products in moderate to good yields. In contrast to the previous results for the reaction with areneboronic acids, in which an additional Lewis acid such as boron trifluoride is essential for the activation of the 1‐aryltriazenes, the Lewis acidity of organotrifluorosilanes seems to be strong enough to directly activate the triazene moiety to enter into the palladium‐catalyzed cross‐coupling reaction without an extra Lewis acid.