2022
DOI: 10.1039/d1sm01636a
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Tuning the through-space charge transfer emission in triarylborane and triarylamine functionalized dipeptide organogels

Abstract: We report herein a new class of either carbazolyl or BMes2 (Mes = mesityl) group functionalized Boc-Lys(Z)-Phe-OMe (Z = carbobenzyloxy) dipeptides—Boc-Lys(Z)-Phe-C5-carbazolyl (N2) and Boc-Lys(Z)-Phe-C6-BMes2 (B2). Both of the compounds are...

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Cited by 2 publications
(3 citation statements)
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References 44 publications
(48 reference statements)
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“…The gelation capabilities of these boron–peptide conjugates were assessed using the tube-inversion method. Consistent with our previous findings, 32 the steric hindrance of the BMes 2 group significantly reduces the intermolecular interactions, thereby rendering both dipep-B and tripep-B incapable of gelation in most common organic solvents. Since H-Lys(Z)-OMe has hydrogen bonding acceptors (HBA), it is not surprising that increasing the Lys residue content enhances these non-covalent interactions.…”
supporting
confidence: 91%
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“…The gelation capabilities of these boron–peptide conjugates were assessed using the tube-inversion method. Consistent with our previous findings, 32 the steric hindrance of the BMes 2 group significantly reduces the intermolecular interactions, thereby rendering both dipep-B and tripep-B incapable of gelation in most common organic solvents. Since H-Lys(Z)-OMe has hydrogen bonding acceptors (HBA), it is not surprising that increasing the Lys residue content enhances these non-covalent interactions.…”
supporting
confidence: 91%
“…Notably, the dipeptide Boc-Lys(Z)-Phe-OMe has already been recognized for its robust selforganizing properties which can lead to gel formation. 31,32 Furthermore, the photochromic unit B(ppy)Mes 2 (ppy = 2-phenylpyridyl, Mes = mesityl) was selected for its capacity to undergo highly efficient and thermally reversible photoisomerization upon exposure to UV light in both solid and solution states. 33 The organoboron attached polypeptides were designed as shown in Chart 1.…”
mentioning
confidence: 99%
“…4b and c), and is an effective approach for tuning the emissions of their D-A combinations. 52,59,144,[157][158][159][160][161][162][163][164][165][166] Introducing bulkiness to induce a large twist between the donor and acceptor is particularly important for TADF systems. In a TADF process, k RISC is inversely proportional to DE ST , and thus decreasing DE ST could accelerate the RISC process to achieve fast and efficient TADF.…”
Section: Strategies To Improve Emission Propertiesmentioning
confidence: 99%