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Persistent Digermenes with Acyl and α‐Chlorosilyl Functionalities
Author(s) -
Klemmer Lukas,
Kaiser Yvonne,
Huch Volker,
Zimmer Michael,
Scheschkewitz David
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201902553
Subject(s) - moiety , double bond , bond cleavage , conjugated system , cleavage (geology) , chemistry , substitution (logic) , stereochemistry , organic chemistry , materials science , catalysis , computer science , fracture (geology) , composite material , polymer , programming language
We report the preparation of α‐chlorosilyl‐ and acyl‐substituted digermenes. Unlike the corresponding transient disilenes, these species with a Ge=Ge double bond show an unexpectedly low tendency for cyclization, but in turn are prone to thermal Ge=Ge bond cleavage. Triphenylsilyldigermene has been isolated as a crystalline model compound, and is the first fully characterized example of a neutral digermene with an A 2 GeGeAB substitution pattern. Spectroscopic and computational evidence prove the constitution of 1‐adamantoyldigermene as a first persistent species with a heavy double bond conjugated with a carbonyl moiety.