Carbocation stability order?
The tropylium carbocation (the one on the right) is more stable than the primary benzylic carbocation because it is not only resonance stabilised but also quasi-aromatic (which means that the charge is a part of the aromaticity) which greatly increases the stability of the cation. In contrast, the benzylic carbocation is aromatic but the positive charge is not a part of the aromaticity so it is not stabilised that much.
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