Talk:Suzuki reaction

message: The drawn mechanism is a misreading of 
In that paper's abstract, it is made clear that the action of RO(-) is to *inhibit* the transmetallation, not facilitate it. 
I will create a new drawing for this.
Hansonrstolaf (talk) 10:20, 15 April 2021 (UTC)
thread_title: Mechanism

message: These are my comments regarding your newly updated page on Suzuki Coupling:
*I would change “Pd(0)” to “L2-Pd0”, since some (but not all) Suzuki Coupling reactions involve ligands on the palladium metal center (such as L = PPh3)
*The last sentence of your “Reaction mechanism” section and the first sentence of your “Oxidative Addition” section do not jive with one another. Consider revising.
*I don’t think you need to sign your name next to every section you’ve revised.  Not necessary.
*R2-Pdll-OtBu from R2-Pdll-X needs to be formatted correctly.  There are subscript and superscript options in the editing tools.  For example, should read R2-PdII-Ot Bu.
*"Reductive Elimination" section needs more work (should be clearer).  In particular, the ranking of various metal centers should be worded more clearly to better understand what you are comparing.
*First sentence of “applications” section should be re-worded (“moved into use” is awkward).
*What are “fine chemicals?” Describe this.
*What is a “CNS” agent?  Describe this.
*Your mechanism directly above the “Variations” section should have the change in isomerization of the Pd-alkene intermediate (going from cis to trans) prior to the last step.  It is slightly unclear how you end up with trans coupling given the structure prior to the product formation.
*The next to last sentence in the “Metal catalyst” subsection of “variations” section needs reworded (awkward wording).
*There’s a typo in the “Other Variations” subsection (in the middle of the section).
*In the “Other Variations” subsection, non-toxic should have a hyphen in between “non” and “toxic”
*In the last section, “Hence, this reaction is beneficial for having relatively cheap reagents, easy to prepare, and green” should be changed to “...and practicing “green chemistry." for the last part of the sentence.
AviMole602 (talk)
===Peer Review===
This Wikipedia page is loaded with useful information. It may be so loaded with information that it may be close to being considered overeloaded. The writers did an excellent job of including important topics that were not covered on the original page while integrating the previous material in a nice fashion. However, some things could be changed around a bit in order to make it more organized as well as more “wikipedia-ish.” 
=====Introduction=====
The addition to the introduction provides good, relevant information, and I would only suggest some minor improvements. The first paragraph (“The Suzuki reaction is the organic reaction . .. ) and the third paragraph (“First published in 1979 . . . ) seem to be redundant in their definition of the reaction. Both mention how it employs a palladium catalyst, boronic acid, and halides or pseudo-halides. This just needs to be condensed. I think that you do not need to go into too much description about the metal catalyst (pre-catalyst, 4-coordinate, etc) in the introduction. It would fit better in an actual section. Lastly, I would recommend adding the one thing that defines the reaction – its base dependence. You mention this later under your “Kinetics” section, but it is a good general aspect of the reaction that would fit nicely in the introduction. 
====Reaction Mechanism====
These sections provide good, concise, relevant information. Again, only a few minor suggestions. You mention in the reaction mechanism section that the rate determining step is either the oxidative addition or the transmetalation, but in your oxidative addition section you say that it’s the rate determining step but make no mention of it in the transmetalation section? In your reductive elimination section, metals are ordered in terms of their relative rates for reductive elimination, but it is unclear if that is for the Suzuki reaction or in general. This seems random and out of place unless you introduce the information and mention its relevance for the reaction. It’s good information, it just needs to be put in context. I would recommend that you consider renaming the kinetics section to something like “role of the base” because it is talking about kinetics, but it seems to primarily be concerned with the role of the base in the reaction mechanism and its effect on the kinetics. Lastly, I would move your mention of stereochemistry out of the applications section and into the reaction mechanism section as a new topic entitled “stereochemistry.” When I read the page initially, I was wondering why there was no mention of it here. When I continued reading, I found it in the applications section but felt like it was not only out of place but that it should have been mentioned earlier. 
====Applications====
Consider breaking this section up into “Industrial Applications” and “Synthetic Applications.” There is a good general description and then your text can naturally be broken into these two sections because it is presented in that order. This is not at all necessary, but it may make the page more easy to navigate.
====Variations====
My comment about making this page more “Wikipedia-ish” was really in regards to this section. There is a lot of information here, but it may be too much for the Wikipedia audience. Your information is presented more like a review than a Wikipedia page. Since you already gave the link to the review, you may not need to include a case-by-case analysis of the development of nickel-catalyzed Suzuki reactions. Rather, you might consider using this section as a comparison of nickel versus palladium catalysts. I’m suggesting this because this section was the most difficult section to follow and understand what the current nickel catalyst is capable of. The information I got from it is that nickel is better than palladium because it is less expensive and has a greater substrate scope. However, more catalyst and ligand are required in the case of nickel, and it is air and moisture sensitive, but apparently these problems have been fixed? 
====Advantages====
This is a great section but may be better placed after reaction mechanism and before application mainly because it is the advantages that lead to the industrial and synthetic applications. 
====Figures====
Your figures are very nicely sketched and relevant. I have some minor recommendations that may make the message in your figures more clear. For your reaction mechanism, adding the words to the steps really helps! One suggestion is moving transmetalation because it looks like it is describing borane reduction. Labeling the molecules in your synthesis schemes in the applications section also be helpful (CI-1034 and CNS agent). Also consider not using the acronym for CNS or adding a link as well as including the actual name of the compound.
====References====
There were a significant amount of references added to the page. Although the majority come from journal sources this seems to be inevitable due to the nature of the topic. 
ajc540 (talk)
=== Another Peer Review ===
Some suggestions from UMChemProfessor (talk) 19:44, 4 November 2013 (UTC)
thread_title: Peer review and responses during the educational assignment in Fall 2013

message: Some suggestions from UMChemProfessor (talk) 19:44, 4 November 2013 (UTC)
thread_title:  Another Peer Review 

message: Hi, it is a bit surprising at the lack of mention of or relevant references to iterative cross coupling procedures using MIDA boronates. The former can be used to synthesise around >95% of all polyene backbones in natural products.10.1038/nchem.1971
Also, Gregory Fu has done a lot of work in generalising the condition for C(sp3)-C(sp3) coupling, yet, this major advancement which enables direct C-C formation between primary moieties is vaguely mentioned once in the text with a single reference. 
Yogiholt (talk) 05:34, 9 April 2015 (UTC)
thread_title: Iterative SM coupling

message: In industrial applications, surely these are boronic acids, not boranes?  — Preceding unsigned comment added by 212.159.47.23 (talk) 12:25, 29 March 2017 (UTC)
thread_title:  Query 

message: Reasons for WP:SECONDARY and WP:TERTIARY: "2237 references were found containing "Suzuki reaction" as entered. 22094 references were found containing the concept "Suzuki reaction"." --Smokefoot (talk) 11:38, 28 June 2018 (UTC)
thread_title: Chem Abs report