Darstellung und Eigenschaften des 1,2,5‐Thiadiborol‐Systems

Abstract

Synthesis and Properties of the 1,2,SThiadiborol SystemCleavage of 1.4-diborin derivatives 1 a and 2a by triiodoborthiin, redox reactions between o-diiodoarenes, triiodoborane and sulfur, and cyclisation of aryldiiodoboranes with triiodoborthiin lead to the formation of the thiadiborol derivatives 31 and 4a. These iodo compounds are converted by redox reactions and ligand exchange into the corresponding Br, C1, SCH3 and CH, derivatives. The halogen compounds form I : I and 2: 1 donor-acceptorcomplexes with the Lewis base (CH3)zS. Substitution of the sulfur by amine-and hydrazine derivatives yields the heterocycles BzC~N, 10, and BzCzNz, 12.

Synthese und Strukturen von 9,10-Dihydro-9,10-diboraanthracen-Derivaten / Synthesis and Structures of 9,10-Dihydro-9,10-diboraanthracene Derivatives

“…Ein weiterer Zugang zu Dihydrodiboraanthracen-D erivaten gelang über die Diiod-Verbindung lb , die in einer Redox-Reaktion aus 1,2-Diiodbenzol (B) und Triiodboran unter Iodeliminierung entsteht [2,3]. Goldgelbes l b reagiert mit Iodchlorid unter Bildung von la .…”

Control of Excited‐State Conformations in B,N‐Acenes

“…Computational studies have addressed the effect of different replacement options of C=Cbonds with BÀNf ragments in aromatic compounds. [4,19,20] According to these studies,t he placement of two equal heteroatoms in direct neighborhood creates the least aromatic systems favoring independent behavior of both B À Nu nits.T he only reports on isolating such (BN-NBC 2 )b enzannulated heterocycles are by Siebert and co-workers [21][22][23] four decades ago and more recently by Piers. [24,25] However, Siebert and coworkers described only the synthesis of two methyl-substi- tuted examples [21] and their h 6 -coordination properties with Cr.…”

“…[4,19,20] According to these studies,t he placement of two equal heteroatoms in direct neighborhood creates the least aromatic systems favoring independent behavior of both B À Nu nits.T he only reports on isolating such (BN-NBC 2 )b enzannulated heterocycles are by Siebert and co-workers [21][22][23] four decades ago and more recently by Piers. [24,25] However, Siebert and coworkers described only the synthesis of two methyl-substi- tuted examples [21] and their h 6 -coordination properties with Cr. [22,23] Piers and co-workers installed ap attern with two B À Nmoieties in the synthesis of triphenylene analogues with B 2 N 2 C 2 cores,w hich show photophysical properties for potential applications in organic-based devices,s uch as OLEDs and OFETs.…”

5,10-Diiodo-5,10-dihydroboranthrene

“…Only four kinds of 5,10-disubstituted-5,10-dihydroboranthrene compound have been synthesized, namely, the diiodo derivative , the dibromo derivative (Asgarouladi, Full, Schaper & Siebert, 1974), the dichloro derivative (Clement, 1965) and the dimethyl derivative (Schacht & Kaufmann, 1987). However, none of these compounds has so far been structurally analyzed.…”