Polymorphism in porphyrin monolayers: the relation between adsorption configuration and molecular conformation

Michiel J. J. Coenen; Duncan den Boer; Fieke J. van den Bruele; Thomas Habets; Koen A. A. M. Timmers; Minko van der Maas; Tony Khoury; Dwi Panduwinata; Maxwell J. Crossley; Jeffrey R. Reimers; Willem J. P. van Enckevort; Bas L. M. Hendriksen; Johannes A. A. W. Elemans; Sylvia Speller

doi:10.1039/C3CP50829C

Polymorphism in porphyrin monolayers: the relation between adsorption configuration and molecular conformation†

Michiel J. J. Coenen,^a Duncan den Boer,^a Fieke J. van den Bruele,^a Thomas Habets,^a Koen A. A. M. Timmers,^a Minko van der Maas,^a Tony Khoury,^b Dwi Panduwinata,^b Maxwell J. Crossley,^b Jeffrey R. Reimers,^b Willem J. P. van Enckevort,^a Bas L. M. Hendriksen,^a Johannes A. A. W. Elemans*^a and Sylvia Speller ‡^a

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^a Radboud University Nijmegen, Institute for Molecules and Materials, Heyendaalseweg 135, 6525 AJ Nijmegen, The Netherlands
E-mail: J.Elemans@science.ru.nl

^b The School of Chemistry, University of Sydney, NSW 2006, Australia

Abstract

Self-assembled monolayers of meso-5,10,15,20-tetrakis(undecyl)porphyrin copper(II) on a graphite/1-octanoic acid interface have been studied by Scanning Tunnelling Microscopy. Four distinct polymorphs were observed, varying in their unit cell size. Arrays of unit cells of the various polymorphs seamlessly connect to each other via shared unit cell vectors. The monolayers are not commensurate, but coincident with the underlying graphite substrate. The seamless transition between the polymorphs is proposed to be the result of an adaptation of the molecular conformations in the polymorphs and at the boundaries, which is enabled by the conformational freedom of the alkyl tails of these molecules.

This article is part of the themed collection: Scanning tunneling microscopy: revealing new physical chemistry insight

Physical Chemistry Chemical Physics

Polymorphism in porphyrin monolayers: the relation between adsorption configuration and molecular conformation†

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Polymorphism in porphyrin monolayers: the relation between adsorption configuration and molecular conformation

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