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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: Richard Jeong on September 17, 2016, 12:50:54 AM

Title: About borate esters...
Post by: Richard Jeong on September 17, 2016, 12:50:54 AM

Is borate ester a good leaving group as halogen?

if yes, I want to know whether metalation is possible or not.

Title: Re: About borate esters...
Post by: rolnor on September 17, 2016, 06:55:25 AM

Have you seen metalation with any ester, even good leavingroups like mesylate or triflate?  Maby you mean reductive elimination with palladium(0) then boronic acids are used.

Title: Re: About borate esters...
Post by: Babcock_Hall on September 17, 2016, 01:40:59 PM

As a rough first approximation, I would look at the pK_a values of the conjugate acids of the leaving groups.