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1,3-Diphenylisobenzofuran: a Model Chromophore for Singlet Fission
Topics in Current Chemistry ( IF 7.1 ) Pub Date : 2017-09-11 , DOI: 10.1007/s41061-017-0162-3
Justin C. Johnson , Josef Michl

In this review we first provide an introductory description of the singlet fission phenomenon and then describe the ground and electronically excited states of the parent 1,3-diphenylisobenzofuran chromophore (1) and about a dozen of its derivatives. A discussion of singlet fission in thin polycrystalline layers of these materials follows. The highest quantum yield of triplet formation by singlet fission, 200% at 80 K, is found in one of the two known crystal modification of the parent. In the other modification and in many derivatives, excimer formation competes successfully and triplet yields are low. A description of solution photophysics of covalent dimers is described in the next section. Triplet yields are very low, but interesting phenomena are uncovered. One is an observation of a separated-charges (charge-transfer) intermediate in highly polar solvents. The other is an observation of excitation isomerism in both singlet and triplet states, where in one isomer the excitation is delocalized over both halves of the covalent dimer, whereas in the other it is localized on one of the halves. In the last section we present the operation of a simple device illustrating the use of triplets generated by singlet fission for charge separation.



中文翻译:

1,3-二苯基异苯并呋喃:单重态裂变的发色团模型

在这篇综述中,我们首先提供单线态裂变现象的介绍性描述,然后描述母体1,3-二苯基异苯并呋喃发色团(1)及其大约十二种派生词。这些材料的薄多晶层中的单线态裂变的讨论如下。在母体的两个已知晶体变体之一中,发现了通过单重态裂变形成三重态的最高量子产率,在80 K下为200%。在其他修饰形式和许多衍生物中,准分子形成成功竞争并且三重态产率较低。下一节将介绍共价二聚体的溶液光物理描述。三重态的产率很低,但是没有发现有趣的现象。一种是观察高极性溶剂中的分离电荷(电荷转移)中间体。另一个是在单重态和三重态下的激发异构现象的观察结果,其中在一个异构体中,激发在共价二聚体的两半上都离域,而在另一个中,它定位在两半中的一个上。在最后一节中,我们介绍了一个简单的设备的操作,该设备说明了使用由单重态裂变产生的三重态进行电荷分离。

更新日期:2017-09-11
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