Chemical Forums

Chemistry Forums for Students => Organic Chemistry Forum => Organic Chemistry Forum for Graduate Students and Professionals => Topic started by: pinkman on October 27, 2020, 10:47:49 AM

Title: Synthesis
Post by: pinkman on October 27, 2020, 10:47:49 AM

I am interested in synthesizing 1,1′-di(4-carbonylphenyl)-2,2′-biimidazoline, but I can't find how to do it.

Can you help?

Title: Re: Synthesis
Post by: AWK on October 27, 2020, 12:10:51 PM

I don't think that's the correct name for a chemical (may be carboxyl instead of carbonyl).

Title: Re: Synthesis
Post by: pinkman on October 27, 2020, 07:22:32 PM

It is, at least this is how it is mentioned in the literature.

Title: Re: Synthesis
Post by: AWK on October 27, 2020, 07:45:01 PM

You don't seem to understand the crystallographic drawing. From it, you can clearly see that your chemical is a carboxylic acid with two carboxyl groups.
Draw yourself a correct compound formula and propose a synthesis sketch through retrosynthetic analysis.

Title: Re: Synthesis
Post by: pinkman on October 27, 2020, 09:28:37 PM

Yes, I know that the compound has two carboxyl groups. I just stated the name that this particular paper used (Inorganic Chemistry Communications 2020, 120, 108167). They may have done a mistake in naming it. Anyway, I searched the literature but I was not able to find a feasible plan.

Title: Re: Synthesis
Post by: AWK on October 27, 2020, 10:27:27 PM

It's not the authors' mistake - they just used chemical jargon that you don't understand. I think so.

Title: Re: Synthesis
Post by: AWK on October 28, 2020, 09:27:01 AM

Well, if synthesis cannot be found in publications, and you do not have access to the Synthia program, then you have to develop your own synthesis method analogously to some other biimidazoline derivatives. Chinese authors probably used a commercial compound (presumably synthesis on demand), but without good knowledge of the Chinese language it will be difficult to find a manufacturer.
Note, my drawing shows only the correct skeleton of your molecule, but the rings of a more hydrogenated derivative, biimidazolidine. But the figure shows quite well how a compound skeleton can be constructed through retrosynthetic analysis.

Title: Re: Synthesis
Post by: pinkman on October 28, 2020, 01:35:02 PM

I came here for help, I have no experience in this type of Chemistry.

Title: Re: Synthesis
Post by: rolnor on October 28, 2020, 02:25:24 PM

I think ypu can start with 4-cyano-1-bromobenzene and arylate a diimidazoline. Then you can hydrolyze the cyano groups with acid or base. This is a possible way to do it?
Or maybe fluoro-cyano-benzene is better, maybe you can buy this?