Re: hydroboration-oxidation

Lori (grimbele@plu.edu)
Thu, 05 Dec 1996 17:36:26 -0800 (PST)

Tuan,
I'm not sure if anyone has answered this yet or not, so I'll give
you my thoughts (hopefully they're correct!). In the unstable
intermediate state, Boron has 4 bonds. But, I think it's only happy with
3. So, since the OH group is leaving, the Oxygen is left with a + charge.
Therefore, because the Boron has one extra bond a migration occurs. I
hope this is right (if not, please let me know), and hope it helps.

{Lori Grimberg | Never try to teach a pig to sing. }
{Grimbele@plu.edu | It wastes your time & annoys the pig. }
{ | -VAN CROUCH }

On Tue, 3 Dec 1996 nguyentm@plu.edu wrote:

> On pg.430, the mechanism for the oxidation is shown. In the unstable
> intermediate state, it shows an alkyl group from the boron making a
> migration on to the adjacent oxygen. Whay forces are causing this
> migration, it appears as though the adjacent oxygen has no net charge?
>
>
> tuan