Submitted by Martin A. Walker / SUNY Potsdam on Sat, 06/13/2015 - 00:54
My Notes
Course Level
Topics Covered

Examples taken from the literature for the six palladium-catalyzed coupling reactions used in organic chemistry.

Learning Goals

Students will be able to classify a palladium-catalyzed reaction.

Students will be able to describe how palladium-catalyzed reactions may be used in organic synthesis.

Implementation Notes

I use these during my Advanced Organic lecture to show examples of how these reactions work in practice.  They could also be useful in an organometallics course.

Time Required
10-25 minutes
Evaluation Methods

Done much later, by exam or homework

Evaluation Results

This is lecture support material, and it is not directly assessed at the time. 

Creative Commons License
Attribution, Share Alike CC BY-SA
Adam Johnson / Harvey Mudd College

This is a great introductory set of slides to teach cross-coupling. I believe that it would be much improved
with a little commentary (perhaps in the notes section of the powerpoint slides). For example, briefly explaining the chemistry outlined in the slide from a mechanistic or practical standpoint. I don't think one would need a lot of detail, but I am trying to put myself in the place of a non-organometallic chemist trying to use these slides and I think they would need a bit more elaboration to be really useful to a non-expert.

On slide 2, one could say something like this (I am making up the details...):
"This is one of the first examples of the Heck reaction, named for the author of this paper. In this reaction, we need an activated aryl halide which then ads in a trans fashion to the enone. The catalyst loading was 5%, and the simple phosphine was sufficient for good activity."

Hopefully someone out there knows these reactions well and would be interested in publishing an updated version linked back to this one?

Wed, 06/22/2016 - 22:05 Permalink