Talk:Tröger's base

Errors in reaction

• The reaction mechanism has an error in the last step...

• Well spotted: image revised... V8rik 23:37, 16 March 2007 (UTC)

• Another mistake of the mechanism: if DMSO is used as methylene donor, you can not eliminate dimethyl sulfide. If you do, there is no methylene group left for the target molecule. You add 2 C-atoms and you eliminate 2 ones. [User: Fargej; 29 May 2008]

• In the mechanism there is an error in the final product. The methyl substituent on the left benzene ring is drawn meta to the amino group instead of para. Also the reaction arrows aren't supposed to go from the imminium ion to the benzene ring. Like this you would end up with only six electrons on the nitrogen. It is an electrophilic aromatic substitution so the reaction arrows have to go from the aromatic ring to the imminium ion. Mmmdk21 (talk) 21:09, 15 June 2009 (UTC)

• the mechanism is horrific. you never abridge a mechanism/scheme without noting it IN THE ACTUAL DRAWING. For example, you might number each step, then when you simplify by removing several redundant steps, you would draw a rxn arrow and say something like "repeat steps ## and ### x2" or you might draw several rxn arrows back to back, with no intermediates in between, and do something similar to the above.
  
  organic chemists can literally communicate entirely through the use of rxn mechanisms, rxn schemes, and spectra.
  you would never annotate a mechanism in the text.
  
  finally: the claim made about the tweezers is wrong. the cited paper uses a BIS Troger's base (2 molecules fused), not a SINGLE molecule.
  
  indeed, just by looking at the 3d projection structure, you can tell that it will NOT form a tweezer.

Please disambiguate "methylene"

Hi, I am trying to clear a bit the "methylene" nomenclature mess, which seems to mean at least three different things: the free radical molecule CH^2•
₂ (now covered in methylene, aka unsubstituted carbene), the double-bonded group =CH
₂ (now in methylene group) and the single-bonded bridging -CH
₂- unit (now in methanediyl). I am trying to fix the old links to methylene, but cannot tell which one is being referenced in this article. Could someone do that for me? Thanks... --Jorge Stolfi (talk) 01:55, 28 January 2013 (UTC)