TY - JOUR
T1 - Surface-assisted cyclodehydrogenation
T2 - Break the symmetry, enhance the selectivity
AU - Wiengarten, Alissa
AU - Lloyd, Julian A.
AU - Seufert, Knud
AU - Reichert, Joachim
AU - Auwarter, Willi
AU - Han, Runyuan
AU - Duncan, David A.
AU - Allegretti, Francesco
AU - Fischer, Sybille
AU - Oh, Seung Cheol
AU - Saglam, Ozge
AU - Jiang, Li
AU - Vijayaraghavan, Saranyan
AU - Ecija, David
AU - Papageorgiou, Anthoula C.
AU - Barth, Johannes V.
PY - 2015
Y1 - 2015
N2 - 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.
AB - 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.
UR - http://goo.gl/5M8aMz
U2 - 10.1002/chem.201502001
DO - 10.1002/chem.201502001
M3 - Article
VL - 21
SP - 12285
EP - 12290
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
SN - 1521-3765
IS - 35
ER -