New push–pull biphenyl-azopyrrole photoswitches are efficiently obtained via a Suzuki cross-coupling reaction, give rise to J-type aggregates in binary MeOH : H2O solvents and undergo a water-assisted cis-to-trans isomerization at room temperature.
Three new stilbenyl‐azopyrroles 3 a–c were synthesized through a Mizoroki‐Heck C−C‐type coupling reaction between the 2‐(4′‐iodophenyl‐azo)‐N‐methyl pyrrole (1), and three different para‐substituted styrene derivatives. Inclusion of additional NO2 and NMe2 groups at the para‐position of the stilbenyl section resulted in significant changes of their linear and non‐linear optical properties. The photoisomerization behavior was studied through ultrafast laser techniques for single‐ and two‐photon excitation. The time‐resolved studies indicate that, despite the drastic changes in conjugation, the typical path for photoisomerization is maintained in these systems for both single and biphotonic excitation. In particular, the NO2 substituted molecule showed improved two‐photon absorption capacities, together with a significant trans−cis isomerization channel, implying that the photoswitching process can be controlled with high spatial precision through non‐linear optical excitation.
A new series of ferrocenyl selenoamides 7-11 (FcSeNH(CH(2))(n)CH(2)(R)OH, n = 1, 2, 3, R = H, Me, Ph) were prepared in good yields by selenative demetalation of Fischer aminocarbene complexes. The crystal structures of 7 [FcSeNH(CH(2))(2)OH] and 19 [PhSeNH(CH(2))(2)OH] reveal their capability to form intermolecular hydrogen bonding in solid state. Results of SRB assays show that these new selenium compounds have a good anticancer potency superior to tamoxifen and cisplatin, with IC(50) values ranging from 4.5 to 13.32 μM against human breast cancer cell lines. A preliminary model to explain the structure-cytotoxic activity relation is proposed where different structural parameters such as the alkyl chain length, the presence of bulky groups in the same chain, the effect of hydroxyl group, and also the role of ferrocene moiety are included as being responsible for the cytotoxic response.
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