Jimenez-Halla J Oscar C, Matito Eduard, Solà Miquel, Braunschweig Holger, Hörl Christian, Krummenacher Ivo, Wahler Johannes
Department of Chemistry (DCNE), University of Guanajuato, Noria Alta s/n 36050 Guanajuato, Mexico.
Dalton Trans. 2015 Apr 21;44(15):6740-7. doi: 10.1039/c4dt03445g.
In this contribution, we have evaluated the (anti)aromatic character of thirty-four different borole compounds in their neutral and reduced states based on two aromaticity indices, namely nucleus-independent chemical shift (NICS) and multicenter indices (MCI), calculated at the PBE0/6-31+G(d,p) level of theory. Both indices corroborate the notion that neutral borole compounds are antiaromatic and become increasingly aromatic upon addition of electrons. Effects of the ring substituents on the degree of (anti)aromaticity are discussed together with differences in the two theoretical methods, which are on the one hand based on magnetic (NICS) and on the other hand based on electronic criteria (MCI).
在本论文中，我们基于两种芳香性指标，即核独立化学位移（NICS）和多中心指标（MCI），在PBE0/6 - 31 + G(d,p)理论水平下计算，评估了34种不同硼杂环戊二烯化合物在中性和还原态下的（反）芳香性特征。这两种指标均证实了中性硼杂环戊二烯化合物具有反芳香性，并且在得到电子后芳香性逐渐增强的观点。本文还讨论了环上取代基对（反）芳香性程度的影响以及两种理论方法之间的差异，一方面，NICS基于磁性标准，另一方面，MCI基于电子标准。
