Determine the values of A, B and k. [10 marks]
Useful fact:
An extension of HMO theory for heteroatoms gives the orbital energies of methanimine ( ) as -1.2808 and 0.7808 while those of the aromatic molecule 1,3,5-triazine (Fig. 1) are -2.2656, -1.2808 (2), 0.7808 (2), 1.7656. All orbital energies are given relative to the carbon Coulomb integral ( ) in units of the bond (``resonance'') integral .
One empirical aromaticity scale suggests that benzene and 1,3,5-triazine are roughly equally aromatic, i.e. that they are subject to a similar degree of resonance stabilization. Do the Hückel calculations agree? [10 marks]