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Naphthobipyrrole‐Derived Sapphyrins: Rational Synthesis, Characterization, Nonlinear Optical Properties, and Excited‐State Dynamics
Author(s) -
Sarma Tridib,
Anusha Puliparambil Thilakan,
Pabbathi Ashok,
Venugopal Rao Soma,
Panda Pradeepta K.
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201403832
Subject(s) - excited state , moiety , chemistry , degenerate energy levels , pyrrole , dimer , supramolecular chemistry , characterization (materials science) , free base , crystallography , nonlinear optical , photochemistry , salt (chemistry) , chemical physics , stereochemistry , computational chemistry , nonlinear system , materials science , crystal structure , nanotechnology , organic chemistry , atomic physics , physics , quantum mechanics
Two new free‐base β‐octa and hexaalkyl naphthobipyrrole‐derived sapphyrins are reported along with various salts thereof. One of them has substituents at all of its β positions, whereas the pyrrole unit opposite to the bipyrrolic moiety is unsubstituted in the other. The effect of bipyrrole fusion on the structure of sapphyrins was explored. Interestingly, an unprecedented sandwiched supramolecular aqua‐bridged free‐base sapphyrin dimer was also characterized in the solid state. Further, the effect of anions on the third‐order nonlinear optical properties of these sapphyrins were explored in the salt form, along with their detailed excited‐state dynamics by both degenerate and nondegenerate pump–probe studies.