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Synthesis and structure of built‐up organic macromolecules containing helicene

Ryo Amemiya, Masahiko Yamaguchi

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Abstract

Abstract Built‐up macromolecules are acyclic molecules with molecular weights of several thousand daltons, which are synthesized by connecting small molecular units using stepwise methods. The chemical study of built‐up macromolecules reveals some noteworthy properties that are different from those of conventional biological and synthetic macromolecules. A characteristic feature of built‐up organic macromolecules is that their structures and properties are discontinuous at a certain molecular weight. For such macromolecules, variation in the small molecular units and the formation of cyclic structures substantially affect the structure and properties. The built‐up organic macromolecules obtained by connecting helicenes with amide, acetylene, and amine groups are discussed in this paper. Some chiral built‐up macromolecules are linked by covalent bonds, and the effects of linking on the structure are compared. © 2008 The Japan Chemical Journal Forum and Wiley Periodicals, Inc. Chem Rec 8: 116–127; 2008: Published online in Wiley InterScience ( www.interscience.wiley.com ) DOI 10.1002/tcr.20142

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Abstract Built‐up macromolecules are acyclic molecules with molecular weights of several thousand daltons, which are synthesized by connecting small molecular units using stepwise methods. The chemical study of built‐up macromolecules reveals some noteworthy properties that are different from those of conventional biological and synthetic macromolecules. A characteristic feature of built‐up organic macromolecules is that their structures and properties are discontinuous at a certain molecular weight. For such macromolecules, variation in the small molecular units and the formation of cyclic structures substantially affect the structure and properties. The built‐up organic macromolecules obtained by connecting helicenes with amide, acetylene, and amine groups are discussed in this paper. Some chiral built‐up macromolecules are linked by covalent bonds, and the effects of linking on the structure are compared. © 2008 The Japan Chemical Journal Forum and Wiley Periodicals, Inc. Chem Rec 8: 116–127; 2008: Published online in Wiley InterScience ( www.interscience.wiley.com ) DOI 10.1002/tcr.20142

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Available abstract

Abstract Built‐up macromolecules are acyclic molecules with molecular weights of several thousand daltons, which are synthesized by connecting small molecular units using stepwise methods. The chemical study of built‐up macromolecules reveals some noteworthy properties that are different from those of conventional biological and synthetic macromolecules. A characteristic feature of built‐up organic macromolecules is that their structures and properties are discontinuous at a certain molecular weight. For such macromolecules, variation in the small molecular units and the formation of cyclic structures substantially affect the structure and properties. The built‐up organic macromolecules obtained by connecting helicenes with amide, acetylene, and amine groups are discussed in this paper. Some chiral built‐up macromolecules are linked by covalent bonds, and the effects of linking on the structure are compared. © 2008 The Japan Chemical Journal Forum and Wiley Periodicals, Inc. Chem Rec 8: 116–127; 2008: Published online in Wiley InterScience ( www.interscience.wiley.com ) DOI 10.1002/tcr.20142

Key concepts: Macromolecule, Helicene, Molecule, Covalent bond, Chemistry, Macromolecular Substances, Materials science, Chemical physics

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