Borimide, IV. Die Reaktion von Borimiden mit Phenylacetylen

Abstract

Pentafluorphenylbor‐[p‐methoxy‐phenylimid], C6F5B  NC6H4OCH3 (1), reagiert mit Phenylacetylen zu 6‐Methoxy‐4‐phenyl‐2‐pentafluorphenyl‐2.1‐borazaronaphthalin (6‐Methoxy‐4‐phenyl‐2‐pentafluorphenyl‐1.2‐benzazaborin) (2). Das gleiche Produkt entsteht erwartungsgemäß auch, wenn man die zur Bereitung von 1 nötige thermische Abspaltung von HCl aus C6F5B(NHC6H4OCH3)Cl in Gegenwart von Phenylacetylen ausführt. Bei Zusatz von Triäthylamin erhält man nicht 2, sondern unter Substitution von Chlorid am Boramidchlorid durch die Phenylacetylid‐Gruppe das zu 2 isomere Pentafluorphenylborphenylacetylid‐p‐anisidid, C6F5B(C2C6H5)(NHC6H4OCH3) (6). Aus vier Arylboridchlorid‐Arylaminen Ar′BCl2 · H2NAr, bei denen die entsprechenden Borimide nicht bekannt sind, wurden in Gegenwart von Phenylacetylen 2 Mol HCl abgespalten und dabei in guten Ausbeuten entsprechende 2.1‐Borazaronaphthaline (1.2‐Benzazaborine) (7–10) erhalten.

The Effect of Substituent on Molecules That Contain a Triple Bond Between Arsenic and Group 13 Elements: Theoretical Designs and Characterizations

“…Therefore, triply bonded RE 13 ≡E 15 R is the next synthetic challenge. To the best of the authors' knowledge, only R 2 BN molecules that contain a B≡N triple bond have been experimentally demonstrated to exist [30][31][32][33][34][35][36][37][38][39][40].…”

Unveiling 79‐Year‐Old Ixene and Its BN‐Doped Derivative

“…[17,18] However,studies on the synthesis of BN-doped PA Hs and basic azaborine building blocks,such as 2,1-borazaronaphthalene derivatives, have been reported only sparsely. [19][20][21][22][23][24][25][26][27][28][29][30][31][32][33] Considering the potential electronics applications of these compounds,t his lack of research is surprising.However,itcan be attributed to the challenges associated with incorporating boron and nitrogen atoms at specific framework positions and the difficulties in subsequently forming CC bonds that further expand aromatic p-conjugation. [34,35] While studying the electronic properties of pyrene (Figure 1a), we noticed that among various pyrene derivatives, Clar et al (1970) reported only one isomer of pyrene fused with four benzene rings ( Figure 1b).…”

Unveiling 79‐Year‐Old Ixene and Its BN‐Doped Derivative

“…[17,18] However,studies on the synthesis of BN-doped PA Hs and basic azaborine building blocks,such as 2,1-borazaronaphthalene derivatives, have been reported only sparsely. [19][20][21][22][23][24][25][26][27][28][29][30][31][32][33] Considering the potential electronics applications of these compounds,t his lack of research is surprising.However,itcan be attributed to the challenges associated with incorporating boron and nitrogen atoms at specific framework positions and the difficulties in subsequently forming CC bonds that further expand aromatic p-conjugation. [34,35] While studying the electronic properties of pyrene (Figure 1a), we noticed that among various pyrene derivatives, Clar et al (1970) reported only one isomer of pyrene fused with four benzene rings ( Figure 1b).…”