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Investigations of the non-linear optical properties of a novel series of A-pi-A quadrupoles, based on dimesitylboron end-groups, reveal the promising potential of elongated vinylboranes derivatives for combined enhanced two-photon absorption cross-section and improved transparency in the visible region. In addition, the excited state lifetime can be significantly enhanced in A-pi-A'-pi-A derivatives. This opens a new route towards optimized molecules for optical power limiting.