Solid-state Porphyrin Interactions with Oppositely Charged Peripheral Groups

W Robert Scheidt; Beisong Cheng; Allen G Oliver; John A Goodwin

doi:10.1142/S1088424615501084

Solid-state Porphyrin Interactions with Oppositely Charged Peripheral Groups

J Porphyr Phthalocyanines. 2015 Dec;19(12):1256-1261. doi: 10.1142/S1088424615501084.

Authors

W Robert Scheidt¹, Beisong Cheng¹, Allen G Oliver¹, John A Goodwin²

Affiliations

¹ Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, IN 46556, USA.
² Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, IN 46556, USA; Department of Chemistry and Physics, Coastal Carolina University, Conway, SC 29528, USA.

Abstract

The crystallization and the crystal and molecular structure of a very slightly soluble electrostatically interacting pair of porphyrins is described. The tetra-anion 5,10,15,20-tetrakis-(4-sulfonatophenyl)-21,23H-porphyrin [H₂TPPSO₃]^4- and the tetra-cation 5,10,15,20-tetra(N-methylpyridyl)21H,23H-porphyrin [H₂TMePyP]⁴⁺ are found to form an alternating one-dimensional stack that is stabilised by electrostatic interactions between the porphyrin rings but also by π-π interactions between all substituted phenyl rings in the ensemble. The resulting interactions between the porphyrins is exceptionally tight.

Grants and funding

R01 GM038401/GM/NIGMS NIH HHS/United States