aromatization idiosyncrasies

User 870ab5b546

21-09-2009 21:23:14

Hi,


If I draw cyclopentadienide, [CH-]1C=CC=C1, and aromatize it, the resulting drawing has a circle in the pentagon (correct) and the negative charge localized on a CH group of the ring (incorrect).  The negative charge should be drawn in the center of the ring.  Furthermore, when I make a multicenter attachment out of the ring and attach it to an Fe atom, the negative charge on the ring remains.  It should not.


Likewise if I aromatize cycloheptatrienylium, [CH+]1C=CC=CC=C1.


-- Bob

ChemAxon 990acf0dec

22-09-2009 23:39:16

Hi Bob,


 


Thank you for the notes. We are aware of these issues, but had no capacity to implement them yet. We scheduled these improvements (showing the charge in the middle of the ring, and removing it when connected with coordinate bond) in 5.4. Until that, if you want to represent ferrocenes, please draw them as follows:


1. Draw a cyclopentane ring


2. Select the whole ring


3. Change the bond type to aromatic


4. Keeping the selection select the Add > Multicenter option from the contextual (right-click) menu


5. Repeat step 1-4 for the other cyclopentadienide ring


6. Draw an Fe atom


7. Connect the Fe atom and the two cyclopentadienide rings with coordinate bonds


 


Best regards,


Akos