4.6 Article

Metal free highly efficient C-N bond formation through 1,6-addition: synthesis and photophysical studies of diaryl methyl amino acid esters (DMAAEs)

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NEW JOURNAL OF CHEMISTRY
卷 44, 期 35, 页码 14859-14864

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d0nj01587c

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  1. Department of Science & Technology (DST) [CRG/2019/000489]
  2. CSIR
  3. UPE-BHU grant in Department of Chemistry, BHU

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A transition-metal free, proficient strategy for the one-pot synthesis of diverse diaryl methyl amino acid esters (DMAAEs) has been established from the easily accessible chiral amino acid esters andpara-quinone methides (QMs) in very good to excellent yields. Interestingly, peptide molecules having multifunctionalities also reacted chemoselectively withp-QMs in very good yield. The photophysical properties such as emission wavelength and fluorescence efficiency of DMAAEs are significantly dependent on the solvent polarity/nature. A confocal Raman spectroscopy study indicates the structural similarities leading to similar photophysical responses of pyrene derivatives.

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