分子鉗的合成及手性誘導研究：1,3雙((2-(芳基乙炔基)苯基)乙炔基)苯

Synthesis and Chiral Induction Investigation of Molecular Tweezers: 1,3-bis((2-(arylethynyl)phenyl)ethynyl)benzenes

林庭晞(Ting-Xi-Lin)

指導教授 ： 徐秀福

淡江大學/理學院/化學學系碩士班/碩士(2021年)

https://doi.org/10.6846/TKU.2021.00793

摘要

分子鉗目前用於分子識別，其設計理念是以分子鉗作為主體，並以比共價鍵弱的超分子作用力與客體做結合，其目的是為了達到主客體的可逆結合，增加其在分子識別領域的應用性。本研究設計了四種以1,3雙((2-(芳基乙炔基)苯基)乙炔基)苯骨架衍伸物之分子鉗化合物，且在四種分子鉗化合物結構中分別引入了芳香環、氮元素，目的是以π-π作用力、氫鍵作用力作為分子鉗抓住客體的能力。此外，還將螺旋結構引入分子鉗構形，期望藉由主客體作用，使分子鉗得到螺旋旋光性的調控。本研究成功藉由酸鹼溶液可逆的調控分子鉗構形，以及利用客體上的掌性基團對分子鉗進行掌性誘導達到構形變化。

關鍵字

分子鉗 ； 螺旋結構 ； 分子識別 ； 超分子

並列摘要

Molecular tweezers are currently used for molecular recognition. Its design concept is making molecular tweezers to be host. and use the supramolecular force, which is weaker than the covalent bond to combine with guest. Its purpose is to achieve the reversibility of the host-guest complex, even want to increase its application in the field of molecular recognition.In this study, four molecular tweezers compounds were designed, the aromatic rings and nitrogen elements were introduced into the structures of the four molecular tweezers. The purpose was to make molecular tweezers clutching guests by π-π force and hydrogen bond force. In addition, the helical structure is introduced into the configuration of the molecular tweezers, and it is expected that the optical activity of molecular tweezers can be modulated by host-guest interaction.In this study, the configuration of the molecular tweezers was reversibly modulated by HCl(aq) and NaOH(aq), and the chiral groupyl on the guest was successfully used to induce the to the configuration change of molecular tweezers.

並列關鍵字

molecular tweezer ； helical structure ； molecular recognition ； supramolecular

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