Tezcatlipoca (Stranger)
06-26-02 15:36
No 325784
       in-situ borane generation in TBME  Bookmark   

borane-ether complexe can be generated in situ by the addition of I2 to NaBH4 in Et2O. Could a similar complex be made by the addition of I2 to NaBH4 in tert-butyl methyl ether? Would this complex reduce nitrostyrenes to the corresponding amine?

Thanks in advance,
Tezcatlipoca 		 
 
 
 
    Osmium
(Stoni's sexual toy)
06-26-02 17:38
No 325821
       You can also use dimethylsulfate, and even H2SO4 ...  Bookmark   

You can also use dimethylsulfate, and even H2SO4 instead of I2.
I'm not fat just horizontally disproportionate. 		 
 
 
 
    Tezcatlipoca
(Stranger)
06-27-02 13:14
No 326189
       Thankyou Osmium. I was aware that a variety of ...  Bookmark   

Thankyou Osmium. I was aware that a variety of reagents - I2, H2SO4, Me2SO4, TMSCl, BF3-Et2O, etc. However, I have never seen an example of this done in a solvent other than THF or Et2O. So the question is, will TBME work as a solvent for this reaction, and if so will it affect yields? I have searched the Hive, Google, and other places for more info on this but have found nothing relevant. Please help if you can.

Thanks,
Tezcatlipoca 		 
 
 
 
    Osmium
(Stoni's sexual toy)
06-28-02 01:57
No 326427
       I don't know. The ethers form some complex with ...  Bookmark   

I don't know. The ethers form some complex with the BH3, and for some reason (steric hinderance) TBME might not do that. Or maybe it does, I really don't know.
I'm not fat just horizontally disproportionate.