Photophysical probes of intramolecular interactions responsible for asymmetric induction

Photophysical probes of intramolecular interactions responsible for asymmetric induction
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负责不对称诱导的分子内相互作用的光物理探针

DOI:
10.1021/jo00350a012
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发表时间:
1985
影响因子:
3.6
通讯作者:
M. Fox
M. Fox
中科院分区:
化学2区
文献类型:
--
作者:
J. Whitesell;Janet N. Younathan;J. Hurst;M. Fox

文献摘要

被引文献

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研究了8-苯基薄荷醇的一族-甲酸酯类化合物的荧光量子产率和激发态寿命,发现分子内存在明显的猝灭现象。分子内猝灭的效率与构象有关。刘易斯酸的加入使发射谱带的移动与激发态电荷转移相互作用和HOMO-LUMO相互作用相一致。观察到的单向分子内猝灭可以用一种涉及电子或能量从激发芳烃转移到近甲基酯的机制来解释。
The study of fluorescence quantum yields and excited-state lifetimes for a family of-carbonyl esters of 8-phenylmenthol reveals significant intramolecular quenching. The efficiency of the intramolecular quenching is conformationally dependent. Shifts in emission bands upon the addition of Lewis acid are consistent with excited-state charge-transfer interactions and with substantial HOMO-LUMO interactions. The observed unidirectional intramolecular quenching can be rationalized by a mechanism involving either electron or energy transfer from the excited arene to the proximate-carbonyl ester.