Higher carbene homologues: Naphtho[2,3-d]-1,3,2λ2-diazagermole, -diazastannole, and attempted reduction of 2,2-dichloronaphtho[2,3-d]-1,3,2-diazasilole

✍ Scribed by Joachim Heinicke; Anca Oprea

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 255 KB
• Volume: 9
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/(sici)1098-1071(1998)9:4<439::aid-hc13>3.0.co;2-s

✦ Synopsis

N,NЈ-Dineopentyl-2,3-diaminonaphthalene 1, obtained by reaction of 2,3-diaminonaphthalene with pivaloyl chloride and subsequent reduction, was dilithiated and cyclodisubstituted with SiCl 4 to give dichloro-dineopentyl-naphtho[2,3-d]-1,3,2-diazasilole 2. Treatment of 2 with two equivalents of potassium in THF caused cleavage of the Si-N ring. A silylene could not be detected. The corresponding cyclic diaminogermylene 3 and diaminostannylene 4 were obtained by direct ring closure of 1-Li 2 with GeCl 2 •dioxane or SnCl 2 , respectively. The compounds are structurally characterized by NMR and MS. The properties of 3 and 4 are compared with those of related germylenes and stannylenes.