На сайте продолжающегося издания Advances in Heterocyclic Chemistry (импакт-фактор 3.6) как article in press для юбилейного 150-ого тома, выходящего 01.09.26, опубликована приглашенная глава сотрудников лаборатории гетероциклических НИОХ – ведущего научного сотрудника д.х.н. А. Ю. Макарова и главного научного сотрудника д.х.н. А. В. Зибарева:
A. Yu. Makarov and A. V. Zibarev, Hetero-antiaromatics: 1,3,2,4-benzodithiadiazines and related compounds, Advances in Heterocyclic Chemistry, 2026, 150, Chapter 1. https://doi.org/10.1016/bs.aihch.2026.03.001.
Глава посвящена редким термически-стабильным в обычных условиях антиароматическим соединениям, основной вклад в изучение которых внесен в Новосибирском научном центре СО РАН.
Abstract
1,3,2,4-Benzodithiadiazines and their 1-Se congeners (12π-electron hetero-antiaromatics) are discussed in the hydrocarbon and fluorocarbon series. The discussion encompasses: (i) methods for synthesis via electrophilic and nucleophilic ring-closure; (ii) crystal and molecular structures exhibiting planar Cs / non-planar C1 dichotomy; (iii) π-electronic structure; spectroscopy; (iv) heteroatom reactivity embracing isomerization into Het–N: nitrenoids participating in both nucleophilic and electrophilic reactions; (v) transformations into Het–N = P(C6H5)3 chiral iminophosporanes (Het = 1,2,3-benzodithiazol-2-yl, the chiral center at 2-S), 1,2,3-benzodithiazolium chlorides (Herz salts), persistent 1,2,3-benzodithiazolyls (Herz radicals), ammonium S-(2-aminophenyl)thiosulfates (Bunte salts) and some other products such as fluorescent and redox-active / electrochromic π-heteropolycyclics (Herz quinoids). The Se analogs of the listed substances are described. A comparison is made between the title compounds and related hetero-aromatics – 10π-electron 2,1,3-benzothiadiazoles and 14π-electron 1,3,5,2,4-benzotrithiadiazepines. The potential applications of the discussed compounds in materials science, particularly in small-molecule organic optoelectronics, are considered.