Scanning Tunneling Microscopy Investigation of Two-Dimensional Polymorphism of Structural Isomers
Scanning Tunneling Microscopy Investigation of Two-Dimensional Polymorphism of Structural Isomers
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DOI:
10.1021/acs.jpcc.8b08221
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发表时间:
2018-10
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影响因子:
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通讯作者:
Angela Silski;Jacob P. Petersen;Ryan D. Brown;S. Corcelli;S. Kandel
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文献类型:
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作者:
Angela Silski;Jacob P. Petersen;Ryan D. Brown;S. Corcelli;S. Kandel
Monolayers of two pairs of structural isomers were deposited on Au(111) and observed via scanning tunneling microscopy in ultrahigh vacuum. We observe exclusively cyclic pentamers of isatin (1H-indole-2,3-dione), whereas its structural isomer, phthalimide (isoindole-1,3-dione), self-assembles primarily into close-packed arrays, with alternate structures that include kinetically locked disordered clusters and tetramer networks. Removal of the phthalimide NH group and its replacement with a CH2 group produces 1,3-indandione, which, despite the loss of the hydrogen-bond donor site, self-assembles into similar structures: close-packed areas and tetramer networks. The equivalent analog for isatin, 1,2-indandione, does not form pentamers and instead forms only close-packed areas and disordered regions. By iteratively altering the chemical structure, we demonstrate the influence that the chemical structure has on the resulting two-dimensional self-assembly.