86067-35-8Relevant academic research and scientific papers
An Element-Substituted Cyclobutadiene Exhibiting High-Energy Blue Phosphorescence
Adachi, Chihaya,Ayub, Rabia,El Bakouri, Ouissam,Fukushima, Takanori,Ikabata, Yasuhiro,Ikoma, Tadaaki,Karunathilaka, Buddhika S. B.,Miura, Tomoaki,Nakai, Hiromi,Ottosson, Henrik,Ryzhii, Ivan,Sato, Taiga,Shoji, Yoshiaki,Tsuchiya, Youichi,Wang, Qi
supporting information, p. 21817 - 21823 (2021/07/16)
1,3,2,4-Diazadiboretidine, an isoelectronic heteroanalogue of cyclobutadiene, is an interesting chemical species in terms of comparison with the carbon system, whereas its properties have never been investigated experimentally. According to Baird's rule, Hückel antiaromatic cyclobutadiene acquires aromaticity in the lowest triplet state. Here we report experimental and theoretical studies on the ground- and excited-state antiaromaticity/aromaticity as well as the photophysical properties of an isolable 1,3,2,4-diazadiboretidine derivative. The crystal structure of the diazadiboretidine derivative revealed that the B2N2 ring adopts a planar rhombic geometry in the ground state. Yet, theoretical calculations showed that the B2N2 ring turns to a square geometry with a nonaromatic character in the lowest triplet state. Notably, the diazadiboretidine derivative has the lowest singlet and triplet states lying at close energy levels and displays blue phosphorescence.
Boron Imides from the Thermal Decomposition of Diarylazidoboranes
Paetzold, Peter,Truppat, Ruediger
, p. 1531 - 1539 (2007/10/02)
Diarylazidoboranes Ar2BN3 (1a-d) are thermolyzed either into diazadiboretidines (ArBNAr)2 (2) or into borazines (ArBNAr)3 (3).After formation of only one half of the expected amount of N2, the boryltetrazaborolines 4c, d are isolated as intermediates.The boranes 1a-d are transformed into phenyltetrazaborolines 6a-d or into silyltetrazaborolines 7a-d by the action of phenyl or trimethylsilyl azide, respectively; the formation of 7b, d is accompanied by the formation of the open-chain aminoboranes 9b, d.The action of triethylborane on 1a-d yields the diborylamines 5a-d and, moreover, the diborylamines 8a, d, isomeric to 5a, d.The formation of boron imides ArB=NAr (10a-d) as reaction intermediates is discussed and, in favour of that, the reactions of 1c with O-N(Me)=CH-Ph, yielding 11c, and of 1a, d with B(sBu)3, yielding 5a', 8a', 5d', are referred too.
