Talk:Sonogashira coupling

message: Where is the exidence that the reactants can be exposed to oxigen? I will have to remove the statement if it is not substantiated. My limited work in this field has shown air is a problem. Hobo 07:18, 28 October 2006 (UTC)
replies: text: I'm guessing they're referring to some of the air-stable Buchwald type catalysts such as found at Org. Lett. 2003, 5, 2413, or Angew. Chem. Int. Ed. Eng. 2002, 41, 3668.  I don't have a ref for one of these being used in a Sonogashira, but it is plausible.  Perhaps look at Stephen Buchwald's recent publications and see if he's published on this topic recently - and could you perhaps add the reference here?  I've never run one of these, myself. Thanks, Walkerma 18:15, 28 October 2006 (UTC)

text: Solvents do not generally need to be degassed to perform this reaction, suggesting that air stability is not a major issue, although they are performed under an inert (argon/nitrogen) atmosphere.129.67.38.53 (talk) 20:09, 24 June 2008 (UTC)
thread_title:  Exposed to air 

message: Citing: "The employed amines such as diethylamine or N,N-diisopropylethylamine are simply not basic enough."
Please check pKa values (Amines: aprox. 30, Alkynes aprox. 20 - 25). Why do you think, deprotonation does not occur?
213.188.227.119 (talk) 01:07, 4 January 2009 (UTC)
thread_title:  Deprotonation of Alkynes: 

message: I am planning on making a major edit to this article over the next few weeks as part of a project for a graduate chemistry course. Jcap17 (talk) 14:08, 21 October 2011 (UTC)
thread_title: Working on major edit

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thread_title: File:Copperfree2.jpg Nominated for speedy Deletion

message: An image used in this article, File:Copperfree1.jpg, has been nominated for speedy deletion for the following reason: All Wikipedia files with unknown copyright status 
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thread_title: File:Copperfree1.jpg Nominated for speedy Deletion

message: To Shwinn Ricci:
I'm glad to see more work being put into this article! I think you are new around here, welcome! Some constructive feedback on this article:
# Many of the jpg files you have uploaded are pretty clearly taken from manuscripts directly, I'm pretty sure this is not okay and will get your images justifiably deleted. The ORTEP is clearly not your original work unless you got the cif file and made it yourself. You need to re-draw them in chemdraw, then convert them to svg (preferred) or png (okay if svg give you trouble). When you upload your own images, you must use the least restrictive license or it will be flagged.
# Your chemdraw images seem to be using the (terrible) default Chemdraw settings. Be sure to choose "File->Open Stationary->ACS 1996" so that you have reasonable bond lengths and font sizes.
# As mentioned above, references should conform to Wikipedia guidelines and include doi numbers for linking.
# I feel that a lot of the recent edits are hap-hazard and distracting. There are thousands of pages on the Sonogashira coupling reaction, this article should distill the important, general information into a readable, concise, clear document. More ≠ better. Think short, critical Angew. Chem. review, not long Chem. Rev.Dweix (talk) 03:02, 16 December 2011 (UTC)
thread_title: Problems with recent edits

message: Trans-cis isomerization in the figure doesn't actually happen in the structure shown (Step D essentially does "nothing" as shown)
Should the R3NH2+ in the copper catallytic cycle not be R3NH+?  — Preceding unsigned comment added by Eggilicious (talk • contribs) 12:04, 22 February 2012 (UTC)
thread_title: Error

message: Hi,
Recently, I have found some article that concerns synthesis of disubstituted ethynes by nonclassical Sonogashira reaction. This variant allows to use TMS protected alkynes (this kind of protecting group is not reactive in classic Sonogashira reaction), and it's free of amine usage. Ratio of Palladium catalyst to Copper(I) Chloride is crucial, and CuCl is added in molar quantities to substrates. This method allows to obtain symetrical and unsymetrical disubstitued alkynes in one reaction from aryl iodides and protected alkynes. I've tried this reaction a few times and yields were about ~70%.
Two examples of my own:
4-iodobenzonitrile + 1,4-bis(trimethylsilyl)-1,3-butadiyne ----> 4,4'-(buta-1,3-diyne-1,4-diyl)dibenzonitrile Y=75%
4-iodopyridine + 1,4-bis(trimethylsilyl)-1,3-butadiyne ----> 4,4'-(buta-1,3-diyne-1,4-diyl)dipyridine Y=82%
Here is the link to the article:
http://www.sciencedirect.com/science/article/pii/S0040402012004462
I think this method is worth of being mentioned in this article. English is not my first language, so I don't want to take this responsibility and add any content to this article. 
Best regards,
A Leniak (talk) 22:22, 5 March 2015 (UTC)
thread_title:  Amine free Sonogashira variant of reaction with TMS protected alkynes