On-surface synthesis of polyazulene with 2,6-connectivity

被引：22

作者：

Sun, Qiang ^{[1
]}

Hou, Ian Cheng-Yi ^{[2
]}

Eimre, Kristjan ^{[1
]}

Pignedoli, Carlo A. ^{[1
]}

Ruffieux, Pascal ^{[1
]}

Narita, Akimitsu ^{[2
,3
]}

Fasel, Roman ^{[1
,4
]}

机构：

[1] Swiss Fed Labs Mat Sci & Technol, Empa, Uberlandstr 129, CH-8600 Dubendorf, Switzerland

[2] Max Planck Inst Polymer Res, D-55128 Mainz, Germany

[3] Grad Univ, Okinawa Inst Sci & Technol, Organ & Carbon Nanomat Unit, 1919-1 Tancha, Kunigami, Okinawa 9040495, Japan

[4] Univ Bern, Dept Chem & Biochem, Freiestr 3, CH-3012 Bern, Switzerland

来源：

CHEMICAL COMMUNICATIONS | 2019年 / 55卷 / 89期

基金：

瑞士国家科学基金会;

关键词：

PHOTOPHYSICAL PROPERTIES; ELECTRONIC-STRUCTURE; AZULENE; MOLECULES; TERAZULENE;

D O I：

10.1039/c9cc07168g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Azulene, the smallest neutral nonalternant aromatic hydrocarbon, serves not only as a prototype for fundamental studies but also as a versatile building block for functional materials because of its unique opto(electronic) properties. Here, we report the on-surface synthesis and characterization of the homopolymer of azulene connected exclusively at the 2,6-positions using 2,6-diiodoazulene as the monomer precursor. As an intermediate to the formation of polyazulene, a gold-(2,6-azulenylene) chain is observed.

引用

页码：13466 / 13469

页数：4

共 31 条

[1] Conjugated oligomers incorporating azulene building blocks - seven- vs. five-membered ring connectivity [J].

Amir, Elizabeth ;

Murai, Masahito ;

Amir, Roey J. ;

Cowart, John S., Jr. ;

Chabinyc, Michael L. ;

Hawker, Craig J. .

CHEMICAL SCIENCE, 2014, 5 (11) :4483-4489

[2] AZULENE .8. A STUDY OF THE VISIBLE ABSORPTION SPECTRA AND DIPOLE MOMENTS OF SOME 1-SUBSTITUTED AND 1,3-SUBSTITUTED AZULENES [J].

ANDERSON, AG ;

STECKLER, BM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (18) :4941-4946

[3] Towards Design Rules for Covalent Nanostructures on Metal Surfaces [J].

Bjork, Jonas ;

Hanke, Felix .

CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (04) :928-934

[4] On-Surface Growth Dynamics of Graphene Nanoribbons: The Role of Halogen Functionalization [J].

Di Giovannantonio, Marco ;

Deniz, Okan ;

Urgel, Jose I. ;

Widmer, Roland ;

Dienel, Thomas ;

Stolz, Samuel ;

Sanchez-Sanchez, Carlos ;

Muntwiler, Matthias ;

Dumslaff, Tim ;

Berger, Reinhard ;

Narita, Akimitsu ;

Feng, Xinliang ;

Muellen, Klaus ;

Ruffieux, Pascal ;

Fasel, Roman .

ACS NANO, 2018, 12 (01) :74-81

[5] Azulene-based organic functional molecules for optoelectronics [J].

Dong, Jin-Xue ;

Zhang, Hao-Li .

CHINESE CHEMICAL LETTERS, 2016, 27 (08) :1097-1104

[6] Nanoribbons with Nonalternant Topology from Fusion of Polyazulene: Carbon Allotropes beyond Graphene [J].

Fan, Qitang ;

Martin-Jimenez, Daniel ;

Ebeling, Daniel ;

Krug, Claudio K. ;

Brechmann, Lea ;

Kohlmeyer, Corinna ;

Hilt, Gerhard ;

Hieringer, Wolfgang ;

Schirmeisen, Andre ;

Gottfried, J. Michael .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (44) :17713-17720

[7] The Chemical Structure of a Molecule Resolved by Atomic Force Microscopy [J].

Gross, Leo ;

Mohn, Fabian ;

Moll, Nikolaj ;

Liljeroth, Peter ;

Meyer, Gerhard .

SCIENCE, 2009, 325 (5944) :1110-1114

[8] Covalent-Bond Formation via On-Surface Chemistry [J].

Held, Philipp Alexander ;

Fuchs, Harald ;

Studer, Armido .

CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (25) :5874-5892

[9] Poly[2(6)-aminoazulene]: synthesis, photophysical properties, and proton conductivity [J].

Hou, Ian Cheng-Yi ;

Shetti, Vijayendra ;

Huang, Shou-Ling ;

Liu, Kun-Lin ;

Chao, Chi-Yang ;

Lin, Song-Cheng ;

Lin, You-Jen ;

Chen, Li-Yin ;

Luh, Tien-Yau .

ORGANIC CHEMISTRY FRONTIERS, 2017, 4 (05) :773-778

[10] Molecular Topology and the Surface Chemical Bond: Alternant Versus Nonalternant Aromatic Systems as Functional Structural Elements [J].

Klein, Benedikt P. ;

van der Heijden, Nadine J. ;

Kachel, Stefan R. ;

Franke, Markus ;

Krug, Claudio K. ;

Greulich, Katharina K. ;

Ruppenthal, Lukas ;

Mueller, Philipp ;

Rosenow, Phil ;

Parhizkar, Shayan ;

Bocquet, Francois C. ;

Schmid, Martin ;

Hieringer, Wolfgang ;

Maurer, Reinhard J. ;

Tonner, Ralf ;

Kumpf, Christian ;

Swart, Ingmar ;

Gottfried, J. Michael .

PHYSICAL REVIEW X, 2019, 9 (01)

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