Competition between Dehydrogenative Organometallic Bonding and Covalent Coupling of an Unfunctionalized Porphyrin on Cu(111)

Xiang F, Gemeinhardt A, Schneider MA (2018)


Publication Status: Published

Publication Type: Journal article

Publication year: 2018

Journal

Publisher: AMER CHEMICAL SOC

Book Volume: 12

Pages Range: 1203-1210

Journal Issue: 2

DOI: 10.1021/acsnano.7b06998

Abstract

We studied the formation of linked porphyrin oligomers from 5,15-diphenylporphyrin (2H-DPP) by thermal, substrate-assisted organometallic and dehydrogenation coupling on Cu(111) by scanning tunneling microscopy. In the range of 300-620 K, we find three distinct stages, at 300 K, the intact 2H-DPP molecules self-assemble into linear structures held together by van der Waals forces. Increasing the substrate temperature, self-metalation and intramolecular ring-closing reactions result in planar and isolated DPP species on the surface. By C-H cleavage, porphyrin oligomers bonded by organometallic and covalent bonds between the modified DPP are formed. The amount of covalently bonded DPP oligomers increases strongly with annealing time and temperature, and they become the dominant species at 570 K. In contrast, the number of organometallically bonded DPP oligomers increases moderately even up to 620 K, indicating that in this case the organometallic bond is no precursor of the covalent bond.

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How to cite

APA:

Xiang, F., Gemeinhardt, A., & Schneider, M.A. (2018). Competition between Dehydrogenative Organometallic Bonding and Covalent Coupling of an Unfunctionalized Porphyrin on Cu(111). Acs Nano, 12(2), 1203-1210. https://dx.doi.org/10.1021/acsnano.7b06998

MLA:

Xiang, Feifei, Anja Gemeinhardt, and M. Alexander Schneider. "Competition between Dehydrogenative Organometallic Bonding and Covalent Coupling of an Unfunctionalized Porphyrin on Cu(111)." Acs Nano 12.2 (2018): 1203-1210.

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