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Boosting Self‐Assembly Diversity in the Solid‐State by Chiral/Non‐Chiral Zn II ‐Porphyrin Crystallization
Author(s) -
Qian Wenjie,
GonzálezCampo Arántzazu,
PérezRodríguez Ana,
RodríguezHermida Sabina,
Imaz Inhaz,
Wurst Klaus,
Maspoch Daniel,
Ruiz Eliseo,
Ocal Carmen,
Barrena Esther,
Amabilino David B.,
AliagaAlcalde Núria
Publication year - 2018
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.201802031
Subject(s) - porphyrin , chirality (physics) , supramolecular chemistry , crystallization , solvent , solid state , derivative (finance) , supramolecular chirality , materials science , crystallography , chemistry , photochemistry , organic chemistry , crystal structure , chiral symmetry , physics , nambu–jona lasinio model , quantum mechanics , financial economics , economics , quark
A chiral Zn II porphyrin derivative 1 and its achiral analogue 2 were studied in the solid state. Considering the rich molecular recognition of designed metalloporphyrins 1 and 2 and their tendency to crystallize, they were recrystallized from two solvent mixtures (CH 2 Cl 2 /CH 3 OH and CH 2 Cl 2 /hexane). As a result, four different crystalline arrangements ( 1 a , b and 2 a , b , from 0D to 2D) were obtained. Solid‐state studies were performed on all the species to analyze the role played by chirality, solvent mixtures, and surfaces (mica and HOPG) in the supramolecular arrangements. By means of combinations of solvents and substrates a variety of microsized species was obtained, from vesicles to flower‐shaped arrays, including geometrical microcrystals. Overall, the results emphasize the environmental susceptibility of metalloporphyrins and how this feature must be taken into account in their design.