Ullmann Reaction of Aryl Chlorides on Various Surfaces and the Application in Stepwise Growth of 2D Covalent Organic Frameworks

Shi, Ke Ji; Yuan, Ding; Wang, Cheng Xin; Chen, Shu; Li, Deng-Yuan; Shi, Zi Liang; Wu, Xin; Liu, Pei Nian

doi:10.1021/acs.orglett.6b00172

Cited by 58 publications

(54 citation statements)

References 46 publications

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“… 37 We discard the first because on Au the formation of organometallic compounds is disfavored and the molecules are known to polymerize as the radicals are formed. 39 , 40 We also discard the second because we observe the C 1s and Br 3p shifts simultaneously in a correlated way. Thus, we ascribe the observed C 1s shift to the change of work function generated by the metal-bound Br atoms.…”

Section: Resultsmentioning

confidence: 99%

Substrate-Independent Growth of Atomically Precise Chiral Graphene Nanoribbons

et al. 2016

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Contributing to the need for new graphene nanoribbon (GNR) structures that can be synthesized with atomic precision, we have designed a reactant that renders chiral (3,1)-GNRs after a multistep reaction including Ullmann coupling and cyclodehydrogenation. The nanoribbon synthesis has been successfully proven on different coinage metals, and the formation process, together with the fingerprints associated with each reaction step, has been studied by combining scanning tunneling microscopy, core-level spectroscopy, and density functional calculations. In addition to the GNR’s chiral edge structure, the substantial GNR lengths achieved and the low processing temperature required to complete the reaction grant this reactant extremely interesting properties for potential applications.

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Section: Resultsmentioning

confidence: 99%

Substrate-Independent Growth of Atomically Precise Chiral Graphene Nanoribbons

et al. 2016

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“…[67][68][69][70] For example, Grill et al successfully synthesized 0D dimers, 1D chains, and 2D sheets of porphyrine molecules, where bromophenyl substituents were selectively attached around the center porphyrine unit, as shown in Fig. 13.…”

Section: -62)mentioning

confidence: 99%

On-surface molecular nanoarchitectonics: From self-assembly to directed assembly

Wakayama

2016

Jpn. J. Appl. Phys.

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The rogress of on-surface molecular nanoarchitectonics over the last two decades has been reviewed. Over the early period in the 1990s-2000s, molecular self-assemblies were intensively studied, where van der Waals (vdW) interaction was predominant. After that, in the 2000s, selective intermolecular interactions based on hydrogen bonds and metal-molecule coordination enabled one to direct the assembling behaviors. Here, the concept of this directed assembly is opposite to that of the vdW-based self-assembly because the resulting architectures are purposefully tailored by programing intermolecular interaction. These efforts brought forth fruit in the on-surface syntheses of covalent bond networks. Particularly in the 2010s, on-surface covalent coupling was applied to graphene nanoribbons, where widths and edge structures can be precisely defined on the atomic scale. These works have the potential to bridge fundamental material nanoarchitectonics and functional device fabrication. In this paper, such a historical development of on-surface molecular nanoarchitectonics is reviewed, with the specific emphasis on the superiority of scanning tunneling microscopy.

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“…11 On-surface synthesis has been a promising method to fabricate sCOFs. 12 So far, different linkages have been exploited to achieve the synthesis of diverse sCOFs, such as boroxine, 5–7 boronate ester, 5 the imine bond, 8–10,13 the C–C bond, 14–17 the acetylene linkages 18–20 and so on. Notably, however, most of the sCOFs reported so far usually have single linkages.…”

Section: Introductionmentioning

confidence: 99%