The Hive > Novel Discourse
Arylboronic acids for Suzuki Couplings
Rhodium:
Suzuki couplings can be close to quantitative in some cases (where degassed solvents, inert atmosphere, fancy Pd ligands and reactive substrates are used), but expect good yields, as in 75%+ or so for non-problematic substrates.
Below are two Suzuki couplings I have posted here earlier, I'm sure you can find more using TFSE, and if you search for "suzuki coupling" or "suzuki reaction" using Google, you'll find a lot of articles on the topic.
Post 320892 (missing) (Rhodium: "Allylbenzenes by Suzuki Coupling", Novel Discourse)
Post 405016 (Rhodium: "Pd-catalyzed Suzuki synth of phenylacetamides", Novel Discourse)
Aurelius:
Just so you know, I wasn't trying to opt-out on using the search engine. The reason I asked is that it's easier to find materials relevant to our cause if I ask you first. The articles in general I can find pretty easily.
Thanks for the help though- very informative.
Rhodium:
No hard feelings, I merely thought that you might find more info on google than from me, my palladium coupling chem knowledge could be a lot better than it is.
I found a few review articles about Suzuki Chemistry today:
Chem. Rev. 95, 2457 (1995) (https://www.thevespiary.org/rhodium/Rhodium/pdf/pd-cat.cross-coupling.organoborons.pdf)
J. Organomet. Chem. 576, 147 (1999) (https://www.thevespiary.org/rhodium/Rhodium/pdf/suzuki.cross-coupling.review.1995-1998.pdf)
Chem. Rev. 102, 1359 (2002) (https://www.thevespiary.org/rhodium/Rhodium/pdf/aryl-aryl.bond-formation.pdf)
Aurelius:
Don't worry about offense, I take all of your comments seriously as you have nothing to prove to me. (My knowledge of chemistry in general could use some work.)
And thanks! those are great links.
nomud2.0:
aryl boronic acids via ArNH2 diazonation.
1m.ArNH2 2m NaNO2 in H2O.
(1:2)MeOH/1.5mHCl aq.------(PhNN)----->1.5 eq.B2(OH)4,(1:1)1.5mHClaq./MeOH--->PhB(OH)2
20*C 30 min. RT 1hr
Diboronic acid =Boronic anhydride
Syn Lett 25, p.1577-87
(2014)
Tried to give schematic CHECK ORIGINAL REFERENCE
An almost OTC arylboronic acid syn ;)
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