01665nas a2200169   4500008004100000022001400041245013300055210006900188260000900257300001600266490000700282520101400289100002101303700002201324700001701346856013201363       2025                        eng d  a0022-326300aFrom Delocalization to Disruption: The Role of Aromaticity in N-Heterocyclic Carbenes' Reactions with Diazoalkane and Diazoester0 aFrom Delocalization to Disruption The Role of Aromaticity in NHe  cSEP   a12409-124240 v903 a<p>
	Aromaticity is a fundamental force shaping molecular stability and reactivity, yet its dynamic role along reaction coordinates remains poorly understood. In this study, we unveil how dynamic changes in aromatic character govern the reactivity of 5-ItBu with diazoalkanes and diazoesters through a multifaceted computational approach. By integrating electronic, magnetic, structural, and energetic aromaticity descriptors, we demonstrate that the retention of aromaticity along the reaction path markedly lowers activation barriers, while its disruption imposes significant energetic penalties. Activation strain model (ASM) and energy decomposition analysis (EDA) further underscore the role of aromatic stabilization in enhancing orbital interactions that drive reactivity. These insights establish a cohesive mechanistic framework, highlighting aromaticity not merely as a static structural feature but as a tunable lever in the design of selective transformations and next-generation catalysts.</p>
1 aSharma, Himanshu1 aFernandez, Israel1 aVanka, Kumar  uhttps://library.ncl.res.in/content/delocalization-disruption-role-aromaticity-n-heterocyclic-carbenes-reactions-diazoalkane-and