109533-32-6Relevant academic research and scientific papers
Ultrafast stimulated emission and structural dynamics in nickel porphyrins
Zhang, Xiaoyi,Wasinger, Erik C.,Muresan, Ana Z.,Attenkofer, Klaus,Jennings, Guy,Lindsey, Jonathan S.,Chen, Lin X.
, p. 11736 - 11742 (2007)
The excited-state structural dynamics of nickel(II)tetrakis(2,4,6- trimethylphenyl)porphyrin (NiTMP) and nickel(II)tetrakis(tridec-7-yl)porphyrin (NiSWTP) in a toluene solution were investigated via ultrafast transient optical absorption spectroscopy. An ultrashort stimulated emission between 620 and 670 nm from the S1 state was observed in both nickel porphyrins only when this state was directly generated via Q-band excitation, whereas such a stimulated emission was absent under B (Soret)-band excitation. Because the stimulated emission in the spectral region occurs only from the S1 state, this photoexcitation-wavelength-dependent behavior of Ni(II) porphyrins is attributed to a faster intersystem crossing from the S2 state than the internal conversion S2 - S1. The dynamics of the excited-state pathways involving the (π, π*) and (d, d) states varies with the meso-substituted peripheral groups, which is attributed to the nickel porphyrin macrocycle distortion from a planar configuration. Evidence for intramolecular vibrational relaxation within 2 ps and vibrational cooling in 6 - 20 ps of a (d, d) excited state has been established for NiTMP and NiSWTP. Finally, the lifetimes of the vibrationally relaxed (d, d) state also depend on the nature of the peripheral groups, decreasing from 200 ps for NiTMP to 100 ps for the bulkier NiSWTP.
Oxidative Cyclodehydrogenation Reactions with Tetraarylporphyrins
Hampel, Frank,Jux, Norbert,Martin, Max M.,Oleszak, Christoph
supporting information, p. 6758 - 6762 (2020/11/23)
The extension of the aromatic π-system of porphyrins is a powerful method to alter their optoelectronic properties. Herein, aryl substituents were fused to porphyrin cores by Scholl oxidation reactions that selectively produced mono- and doubly-fused porphyrins in yields of up to 69 %. Several different aryl substituents attached to the porphyrin were investigated with respect to their reactivity under Scholl conditions. The fused products were fully characterized, i.e., by UV/Vis absorption spectroscopy, which showed drastic changes in the electronic features. Insight into the solid-state behavior was obtained by X-ray crystallography. Our approach represents a novel option for the late-stage functionalization of porphyrin-based compounds.
Synthesis of calix[3]dipyrrins by a modified Lindsey protocol
Inoue, Mitsunori,Ikeda, Chusaku,Kawata, Yuji,Venkatraman, Sundararaman,Furukawa, Ko,Osuka, Atsuhiro
, p. 2306 - 2309 (2008/03/12)
(Figure Presented) Bowled over: Calix[3]dipyrrins were synthesized from pyrrole and aryl aldehyde precursors by the Lindsey protocol, modified by the presence of a small amount of water. These bowl-shaped macrocycles can accommodate three metal (M) ions such as NiII and CuII in a hexagonal M3O3 manner (see structure; Cu green, N blue, O red, C black).
