Surface-assisted cyclodehydrogenation: Break the symmetry, enhance the selectivity

Alissa Wiengarten, Julian A. Lloyd, Knud Seufert, Joachim Reichert, Willi Auwarter, Runyuan Han, David A. Duncan, Francesco Allegretti, Sybille Fischer, Seung Cheol Oh, Ozge Saglam, Li Jiang, Saranyan Vijayaraghavan, David Ecija, Anthoula C. Papageorgiou, Johannes V. Barth

Research output: Contribution to journalArticleResearchpeer-review

31 Citations (Scopus)

Abstract

Selectivity in chemical reactions is a major objective in industrial processes to minimize spurious byproducts and to save scarce resources. In homogeneous catalysis the most important factor which determines selectivity is structural symmetry. However, a transfer of the symmetry concept to heterogeneous catalysis still requires a detailed comprehension of the underlying processes. Here, we investigate a ring-closing reaction in surface-confined meso-substituted porphyrin molecules by scanning tunneling microscopy, temperature-programmed desorption, and computational modeling. The identification of reaction intermediates enables us to analyze the reaction pathway and to conclude that the symmetry of the porphyrin core is of pivotal importance regarding product yields.
Original languageEnglish
Pages (from-to)12285 - 12290
Number of pages6
JournalChemistry - A European Journal
Volume21
Issue number35
DOIs
Publication statusPublished - 2015

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