書誌事項
- タイトル別名
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- Aromatic Architecture Based on cis Conformational Preference of N-Methylated Amides.
- N メチルカ アミド ノ シスガタ ユウセンセイ ト ホウコウゾク ブンシ コウチク
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説明
Aromatic secondary amides such as benzanilide (1) exist in trans-amide form both in the crystal and in solution, whereas N-methylbenzanilide (2) exists in cis form in the crystal, and predominantly in cis form in various solutions. Similar cis conformational preferences were observed in the aromatic N, N'-dimethylated urea (4) and guanidine (7), in which two aromatic rings are located face-to-face. The cis conformations of N-methylated amides, ureas and guanidines could be utilized to construct interesting aromatic architecture. First, N, N', N″-trimethyl-N, N', N″-triphenyl-1, 3, 5-benzenetricarboxamide (12) and a cyclic triamide 14 have crystal structures in which three N-phenyl groups exist with the same orientation (syn conformation). Second, several aromatic amides which have no fixed asymmetric center afforded chiral crystals by simple recrystallization. In the case of 1, 2-bis (N-benzoyl-N-methylamino) benzene (18), two enantiomeric crystals could be distinguished morphologically or on the basis of symmetrical CD spectra in KBr, and by 1H-NMR in the presence of chiral 1, 1'-bi-2-naphthol. Third, aromatic multi-layered structures could be constructed by using N, N'-dimethylated urea or guanidino bonds. These unique layered structures could be applied to obtain aromatic molecules with potent DNA-binding ability.
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 58 (6), 556-567, 2000
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
- 1390282680253572736
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- NII論文ID
- 10008820270
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- NII書誌ID
- AN0024521X
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- COI
- 1:CAS:528:DC%2BD3cXktVait7c%3D
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- ISSN
- 18836526
- 00379980
- http://id.crossref.org/issn/00379980
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- NDL書誌ID
- 5365265
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- 本文言語コード
- ja
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- JaLC
- NDLサーチ
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