<i>meso</i>-5,15-Bis[3-(isopropylidenegalactopyranoxy)phenyl]-10,20-bis(4-methylphenyl)porphyrin

The crystal structure of a glycosyl-ated porphyrin (<b>P_Gal2</b>) system, C<sub>70</sub>H<sub>70</sub>N<sub>4</sub>O<sub>12</sub>, where two iso-propyl-idene protected galactose moieties are attached to the <i>meso</i> position of a substituted tetra-aryl porphyrin is reported. This structure reveals that the parent porphyrin is planar, with the galactose moieties positioned above and below the porphyrin macrocycle. This orientation likely prevents porphyrin-porphyrin H-type aggregation, potentially enhancing its efficiency as a photosensitizer in photodynamic therapy. Notable non-bonding C-H⋯O and C-H⋯π inter-actions among adjacent <b>P_Gal2</b> systems are observed in this crystal network. Additionally, the tolyl groups of each porphyrin can engage in π-π inter-actions with the delocalized π-systems of neighboring porphyrins.

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IUCrData
Published
2024-10-24
DOI
https://doi.org/10.1107/s2414314624010289
Primary Topic
Porphyrin and Phthalocyanine Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

meso-5,15-Bis[3-(isopropylidenegalactopyranoxy)phenyl]-10,20-bis(4-methylphenyl)porphyrin

Mickey Vinodh, Fatemeh H. Alipour, Talal F. Al‐Azemi
IUCrData
Porphyrin and Phthalocyanine Chemistry
article

meso-5,15-Bis[3-(isopropylidenegalactopyranoxy)phenyl]-10,20-bis(4-methylphenyl)porphyrin

Mickey Vinodh, Fatemeh H. Alipour, Talal F. Al‐Azemi
article en

Abstract

The crystal structure of a glycosyl-ated porphyrin (<b>P_Gal2</b>) system, C<sub>70</sub>H<sub>70</sub>N<sub>4</sub>O<sub>12</sub>, where two iso-propyl-idene protected galactose moieties are attached to the <i>meso</i> position of a substituted tetra-aryl porphyrin is reported. This structure reveals that the parent porphyrin is planar, with the galactose moieties positioned above and below the porphyrin macrocycle. This orientation likely prevents porphyrin-porphyrin H-type aggregation, potentially enhancing its efficiency as a photosensitizer in photodynamic therapy. Notable non-bonding C-H⋯O and C-H⋯π inter-actions among adjacent <b>P_Gal2</b> systems are observed in this crystal network. Additionally, the tolyl groups of each porphyrin can engage in π-π inter-actions with the delocalized π-systems of neighboring porphyrins.

IUCrDataVol. 9(10)
Kuwait University (KW)
Kuwait University
Openalex Percentile: Top 88%
Porphyrin and Phthalocyanine Chemistry
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