Corroles have come a long way from being a curiosity to being a mainstream research topic. They are now regularly synthesized in numerous research laboratories worldwide with diverse specific aims in mind. In this review we present a comprehensive description of corroles' synthesis, developed both before and after 1999. To aid the investigator in developing synthetic strategies, some of the sections culminate in tables containing comparisons of various methodologies leading to meso-substituted corroles. The remaining challenges are delineated. In the second part of this review, we also describe the syntheses of isocorroles and heteroanalogs of corroles such as triazacorroles (corrolazines), 10-heterocorroles, 21-heterocorroles, 22-heterocorroles, N-confused corroles, as well as norcorroles. The review is complemented with a short outlook.
We describe the design, synthesis, and fluorescent profile of two environment-sensitive dyes in which an electron-donating group is conjugated to an electron-accepting unit via a pyrrolo[3,2-b]pyrrole ring system. The maximum emission wavelength (λem) of these donor-donor-acceptor (D-D-A) pyrrolo[3,2-b]pyrroles was found to be very sensitive to the environment (a bathochromic shift of about 100 nm in polar solvents). The longer emission wavelength in polar aprotic as well as hydrophilic solvents compared with that in low-polarity hydrophobic solvents was due to an ICT character of the excited state. The Stokes shift increased in both cases following the polarity differences, reaching ∼7000 cm(-1) in MeOH for the compound possessing a cyano group and dimethylamino groups at the periphery. Interestingly, the two-photon absorption responses were also found to be quite sensitive to solvent polarity with an increase by a factor of about 2 on going from an apolar solvent to a highly polar protic or aprotic solvent.
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