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- 臼井 一晃
- 昭和薬科大学薬学部
書誌事項
- タイトル別名
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- Design and Synthesis of Internal-Edge-Substituted Helicenes
- ヘリセン ノ ラセン コウゾウ ナイブ クウカン ニ チャクモク シタ キノウ ショウブンコ ノ ソウセイ ケンキュウ
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説明
<p>Helicenes are nonplanar 3D screw-shaped polycyclic compounds based on ortho-fused benzenes or aromatic rings, unlike other chiral compounds, and exhibit unique structural, optical, and electronic features. Thus, a large number of helicenes were investigated so far for a broad range of applications in study on chirality, catalysis, optoelectronics, and biology. In this study, a variety of carbo[5]helicenes with a substituent exclusively oriented toward the interior curvature of the helix are synthesiszed by PtCl2-catalyzed cycloisomerization. These[5]helicenes show a high enough configurationally stability. Based on this research, a series of novel optically active[5]helicene-derived phosphine ligands (L1, with a 7,8-dihydro[5]helicene core structure- and L2, with a fully aromatic[5]helicene core structure) were synthesized and applied to Pd-catalyzed asymmetric reactions. Furthermore, we recently designed and synthesized internal-edge-substituted coumarin-fused[6]helicenes with a phenyl substituent. Of particular note, the enantiomerically pure crystal adopted a one-dimensional columnar structure, which clearly showed the importance of the proper choice of a substituent for columnar arrangement.</p>
収録刊行物
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- 有機合成化学協会誌
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有機合成化学協会誌 78 (8), 770-781, 2020-08-01
公益社団法人 有機合成化学協会
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詳細情報 詳細情報について
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- CRID
- 1390003825204443392
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- NII論文ID
- 130007885371
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- NII書誌ID
- AN0024521X
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- ISSN
- 18836526
- 00379980
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- NDL書誌ID
- 030600053
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- 本文言語コード
- ja
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- データソース種別
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- JaLC
- NDL
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- 使用不可