Beilstein J. Org. Chem.2025,21, 1272–1305, doi:10.3762/bjoc.21.99
nanographenes, with a particular focus on the synthetic strategies. Additionally, it explores selected aspects of aromaticity and spectroscopic properties.
Keywords: azulene; nanographenes; non-alternant; non-benzenoid; polycyclic aromatic hydrocarbons; Introduction
The discovery of graphene and fullerenes
] with Stone–Wales [14] and azulene [10] defects being the most representative examples (Figure 1a). Modelling and understanding these defects is a key motivation behind the growing interest in non-alternant, non-benzenoid PAHs [15]. In particular, the incorporation of azulene moieties into various PAHs
is highly valuable, as such molecules provide deeper insights into structure–property relationships [16][17].
Azulene, an isomer of naphthalene, is the smallest non-alternant, non-benzenoid aromatic compound (Figure 1b). It consists of an electron-rich pentagon and an electron-deficient heptagon
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Graphical Abstract
Figure 1:
a) Stone–Wales (red) and azulene (blue) defects in graphene; b) azulene and its selected resonance ...
Beilstein J. Org. Chem.2021,17, 2164–2185, doi:10.3762/bjoc.17.139
Vijayendra S. Shetti Department of Chemistry, National Institute of Technology Karnataka, Surathkal 575025, India 10.3762/bjoc.17.139 Abstract Azulene is a non-alternant, aromatic hydrocarbon with many exciting characteristics such as having a dipole moment, bright color, stimuli responsiveness
-containing homo- and copolymers, including brief descriptions of their key properties.
Keywords: azulene; chemical synthesis; copolymer; non-alternant hydrocarbon; organic electronics; polyazulene; Introduction
Azulene (C10H8) is a non-alternant, non-benzenoid, 10 π electron aromatic hydrocarbon containing
, violating Kasha’s rule [6]. These intriguing features have encouraged researchers to use azulene derivatives as functional organic molecules in the field of optoelectronics [7][8][9][10][11][12][13][14]. Employing such stimuli-responsive, non-alternant hydrocarbon with odd-membered rings in the chemical
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Graphical Abstract
Figure 1:
Chemical structure, numbering scheme, and resonance form of azulene.