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Updated: Jan 22, 2026

Chemical Dimerization-Induced Protein Condensates on Telomeres
Published on: April 12, 2021
TIPS-ペンタセンの酸媒介二量化
Vishali Sharma1, Paulina Bartos2, Maja Morawiak1
1Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
Abstract:
TIPS-pentacene (TIPS-Pc), a benchmark organic semiconductor, is shown to undergo acid-induced dimerization upon treatment with strong Bro̷nsted acids, such as trifluoroacetic acid (TFA). Mechanistic studies indicate that some acids oxidize the pentacene core to form a radical cation, which then engages a second neutral TIPS-Pc molecule in a radical-mediated [4 + 2] cycloaddition. Subsequent neutralization with triethylamine furnished isolated dimer 1. Spectroscopic analysis, isotopic test, and DFT calculations converge on this pathway, revealing acid-triggered, radical-cation-driven dimerization as an unrecognized degradation mode of TIPS-Pc.
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