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Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores
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AIEE Active Donor-Acceptor-Donor-Based Hexaphenylbenzene Probe for Recognition of Aliphatic and Aromatic Amines

Subhamay Pramanik1, Harnimarta Deol1, Vandana Bhalla1

  • 1Department of Chemistry, UGC Sponsored Centre for Advanced Studies-II Guru Nanak Dev University , Amritsar 143005 , Punjab , India.

ACS Applied Materials & Interfaces
|October 31, 2017
PubMed

Keywords:
AIEEICTaliphatic and aromatic amineshexaphenylbenzenepiezochromicporous aggregates

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The basicity of aromatic amines is much weaker than that of aliphatic amines due to the involvement of the lone pair of electrons over the N atom in resonance with the aryl rings. Generally, the electron-donating ability of any substituents on the aryl ring of aromatic amines increases the basicity of the amine by increasing electron density, and hence the availability of lone pair on the nitrogen. On the other hand, electron-withdrawing functional groups on the aryl ring of amines decrease the...
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In proton NMR spectroscopy, primary amines and secondary amines showcase their N–H protons as a broad signal in the chemical shift range between δ 0.5 and 5 ppm. The exact position in this range depends on several factors, including sample concentration, hydrogen bonding, and the type of solvent used. Since amine protons undergo fast proton exchange in solution, the protons are labile and therefore do not participate in any splitting with adjacent protons. Thus, the observed peak is...
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Heterocyclic amines, where the N atom is a part of an alicyclic system, are similar in basicity to alkylamines. Interestingly, the heterocyclic amine having a nitrogen atom as part of an aromatic ring has much less basicity than its corresponding alicyclic counterpart. For this reason, as presented in Figure 1, piperidine (pKb = 2.8) is significantly more basic than pyridine (pKb = 8.8).
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