Citation: Jin Li, Mengmeng Zhang, Lu Yang, Yubing Han, Xiao Luo, Xuhong Qian, Youjun Yang. "Xanthene" is a premium bridging group for xanthenoid dyes[J]. Chinese Chemical Letters, ;2021, 32(12): 3865-3869. doi: 10.1016/j.cclet.2021.04.041 shu

"Xanthene" is a premium bridging group for xanthenoid dyes

Jin Li ^a ,
Mengmeng Zhang ^a ,
Lu Yang ^c ,
Yubing Han ^c ,
Xiao Luo ^{b, *,} ,
Xuhong Qian ^{a, *,} ,
Youjun Yang ^{a, *,}

a.
State Key Laboratory of Bioreactor Engineering, Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China
b.
School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200062, China
c.
State Key Laboratory of Modern Optical Instrumentation, College of Optical Science and Engineering, Hangzhou 310027, China

xluo@chem.ecnu.edu.cn

xhqian@ecust.edu.cn

youjunyang@ecust.edu.cn

Received Date: 23 February 2021
Revised Date: 11 April 2021
Accepted Date: 22 April 2021
Available Online: 28 April 2021

Figures(5)

Novel xanthenoid dyes by replacing the central oxygen atom of the xanthene dyes with less electron-rich bridging groups have been intensively sought after primarily for their long spectral wavelengths. However, the new scaffolds are likely prone to nucleophilic attack at their central methane carbon, as the result of the reduced electron density of the fluorochromic scaffolds. We envisage that the bridging group may be harnessed to sterically shield the central methane carbon from incoming nucleophiles and render high stability and synthesized xantheno-xanthene dyes. Additionally, the xantheno-bridging group can be modified via electrophilic aromatic substitution to introduce functionalities, e.g., sulfonate groups.
- NIR infrared,
- Xanthene,
- Carbon rhodamine,
- Steric protect,
- Rigidity
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