Ferreras Katherine N, Harville Taylor, Del Angel Cruz Daniel, Gordon Mark S
Department of Chemistry and Ames National Laboratory, Iowa State University, Ames, Iowa, 50011, USA.
Phys Chem Chem Phys. 2024 Aug 14;26(32):21407-21418. doi: 10.1039/d4cp01802h.
The bonding structures of infinitene, the Chemical and Engineering News 2021 Molecule of the Year, is studied by means of oriented quasi-atomic orbitals (QUAOs) to assess the degree of aromaticity within the molecule. It is found that the angularity introduced into infinitene when it takes on the helical shape of the infinity symbol has a profound effect on bond order, delocalization of bonding interactions, and the aromatic character of the system. In kekulene, a planar isomer of infinitene, the bonding analysis shows fluctuations of pocketed delocalization of bonding interactions in π-sextets associated with Clar's rule. Conversely, much smaller fluctuations are observed between the adjacent rings of infinitene. The observations drawn from the quasi-atomic bonding analysis support the idea that there is aromatic character across the entire infinitene molecule, not just localized around individual rings as in kekulene.
通过定向准原子轨道（QUAO）研究了2021年《化学与工程新闻》年度分子——无限烯的键合结构，以评估分子内的芳香性程度。研究发现，无限烯呈现无穷大符号的螺旋形状时引入的角形对键级、键合相互作用的离域以及体系的芳香特性有深远影响。在无限烯的平面异构体凯库勒烯中，键合分析表明，与克拉尔规则相关的π-六元环中键合相互作用的口袋状离域存在波动。相反，在无限烯的相邻环之间观察到的波动要小得多。准原子键合分析得出的观察结果支持了这样一种观点，即整个无限烯分子都具有芳香特性，而不仅仅像凯库勒烯那样局限于单个环周围。
