[vamsikrishna]

I have been using Chloro ((tri-tert-butylphosphine)-2-(2-aminobiphenyl) palladium  (II) as a catalyst and N,N-dicyclohexylmethylamine as base in Suzuki coupling a black sticky mass is getting formed in my vessel but when I use sodium tert-pentoxide as base in the reaction black sticky mass isn't forming, I did use H2SO4 and even HCl to dissolve the black sticky mass but I couldn't succeed but when I used 20% aq HBr the black sticky mass dissolved...Can someone kindly please say ASAP what would be the black sticky mass and why did it got dissolved only in Aq. HBr?

[Aerosolid]

What substrates are you coupling?

[vamsikrishna]

The substrates are aniline and methyl acrylate

[Irlanur]

Can someone kindly please say ASAP what would be the black sticky mass

AFAIK it's metallic Pd(0).

[Irlanur]

http://pubs.rsc.org/en/Content/ArticleLanding/2004/CC/b406719n#!divAbstract

DOI: 10.1039/B406719N

[wildfyr]

Won't aniline and methyl acrylate do a nice Michael addition on their own? Also if you're heating this methyl acrylate can oligomerize