Trifluoromethyl-Substituted Benzocyclobutenone and Benzocyclobutenedione: The Structure Anomaly of (Benzocyclobutenedione)tricarbonylchromium Complexes

Autor:	Krishna Gopal Dongol, Stefan Schmitz, Geanne Marize Romero Boston, Holger Butenschön, Rudolf Wartchow, Andreas M. Köster, Juan D. Samaniego-Rojas, Monika Böning née Pfennig
Rok vydání:	2019
Předmět:	Trifluoromethyl Organic Chemistry chemistry.chemical_element Regioselectivity Crystal structure Ring (chemistry) Medicinal chemistry Inorganic Chemistry chemistry.chemical_compound Chromium chemistry Moiety Physical and Theoretical Chemistry Derivative (chemistry) Ethylenedioxy
Zdroj:	Organometallics. 38:3039-3052
ISSN:	1520-6041 0276-7333
Popis:	The syntheses of methoxy- and trifluoromethyl-substituted benzocyclobutenone and benzocyclobutenedione tricarbonylchromium complexes are described. As with the unsubstituted complex, a route via the respective acetals was used. However, attempts to hydrolyze rac-tricarbonyl[1,2-bis(ethylenedioxy)-3-(trifluoromethyl)benzocyclobutene]chromium(0) (rac-12) resulted in only a single hydrolysis and led to rac-tricarbonyl{η6-[2-(ethylendioxy)-3-(trifluoromethyl)benzocyclobutenone]}chromium(0) (rac-14) with different regioselectivity in comparison to the respective reaction of the methoxy-substituted derivative. The synthesis of the desired rac-tricarbonyl[3-(trifluoromethyl)benzocyclobutenedione]chromium(0) (rac-13) was finally achieved by a route via an acyclic diacetal. Compounds were characterized spectroscopically and in a number of cases also by crystal structure analyses. The unusual bending of the annelated cyclobutenedione ring toward the tricarbonylchromium moiety was observed for rac-tricarbonyl-[η6-(m...
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::897f9d9dfeac43475944f520e01f4fef https://doi.org/10.1021/acs.organomet.9b00370 Zobrazit plný text záznamu