How does the s-character of the carbon hybrid orbital in the C-X bond affect its strength in haloarenes compared to haloalkanes?
The sp$^2$ hybridised carbon with a greater s-character (in haloarenes) is more electronegative and can hold the electron pair of the C-X bond more tightly than sp$^3$-hybridised carbon (in haloalkanes) with less s-character. This results in a stronger and shorter bond in haloarenes.