Stabilizing Two Classical Antiaromatic Frameworks: Demonstration of Photoacoustic Imaging and the Photothermal Effect in Metalla‐aromatics |
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| Authors: | Dr. Congqing Zhu Yuhui Yang Ming Luo Caixia Yang Jingjing Wu Lina Chen Prof. Dr. Gang Liu Prof. Dr. Tingbin Wen Dr. Jun Zhu Prof. Dr. Haiping Xia |
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| Affiliation: | 1. State Key Laboratory of Physical Chemistry of Solid Surfaces and Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), and College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005 (China) http://junzhu.chem8.org/http://chem.xmu.edu.cn/group/hpxia/index.htm;2. State Key Laboratory of Molecular Vaccinology and Molecular Diagnostics and Center for Molecular Imaging and Translational Medicine, School of Public Health, Xiamen University, Xiamen, 361102 (China) |
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| Abstract: | Antiaromatic species are substantially less thermodynamically stable than aromatic moieties. Herein, we report the stabilization of two classical antiaromatic frameworks, cyclobutadiene and pentalene, by introducing one metal fragment through the first [2+2] cycloaddition reaction of a late‐transition‐metal carbyne with alkynes. Experimental observations and theoretical calculations reveal that the metal fragment decreases the antiaromaticity in cyclobutadiene and pentalene simultaneously, leading to air‐ and moisture‐stable products. These molecules show broad absorption from the UV to the near‐IR region, resulting in photoacoustic and photothermal effects for metalla‐aromatic compounds for the first time. These results will encourage further efforts into the exploration of organometallic compounds for photoacoustic‐imaging‐guided photothermal therapy. |
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| Keywords: | antiaromaticity cycloaddition density functional calculations metallacycles osmium |
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