Chirality Organization in Phenylenediamines Induced by a Nonpeptidic Reverse-Turn
Chirality Organization in Phenylenediamines Induced by a Nonpeptidic Reverse-Turn
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非肽反转诱导的苯二胺手性组织
DOI：
10.1002/ajoc.201200022
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发表时间：
2012
影响因子：
2.7
通讯作者：
Toshiyuki Moriuchi
中科院分区：
文献类型：
--
作者：
Takashi Tanaka;Yuki Fujita;Masaki Ueno;Leonard D. Shultz;Toshihide Yamashita;Takashi Tanaka;田中貴士;田中貴士;田中貴士;Satoshi D. Omura;Toshiyuki Moriuchi;Toshiyuki Moriuchi
将氨基酸部分引入苯二胺衍生物中被证明可以诱导π共轭骨架中的手性，并通过分子内氢键形成非肽反转构象。分子内氢键的形成在苯二胺自由基阳离子的稳定中起着重要作用，因为手性组织结构通过分子内氢键得以保留。所设计的苯二胺具有基于苯二胺部分的氧化还原状态的发光切换特性。
The introduction of amino acid moieties into phenylenediamine derivatives is demonstrated to induce chirality in the π‐conjugated backbones and results in the formation of a nonpeptidic reverse‐turn conformation through intramolecular hydrogen bonds. The formation of the intramolecular hydrogen bonds plays an important role in the stabilization of the phenylenediamine radical cation, as the chirality‐organized structure is preserved through the intramolecular hydrogen bonding. The designed phenylenediamines have luminescent switching properties based on the redox states of the phenylenediamine moieties.