Bridged ferrocenes. 12. Metalation and subsequent reactions of ferrocene derivatives with two or three trimethylene bridges

Journal Article · Tue Jan 01 04:00:00 EST 1985 · Organometallics; (United States)

DOI:https://doi.org/10.1021/om00121a020· OSTI ID:6800589

Hillman, M; Austin, J D; Kvick, A

Reaction of 1,1',2,2'-bis(trimethylene)ferrocene, I, 1,1',3,3'-bis(trimethylene)ferrocene, II, and 1,1',2,2',4,4'-tris(trimethylene)ferrocene, III, with n-butyllithium (n-BuLi) and N,N,N',N'-tetramethyl-ethylenediamine (TMEDA) or potassium tert-butoxide (KO-t-Bu) gave metal derivatives which were converted to the corresponding mono- and dicarboxylic acids and their methyl esters and in the case of III to the 3,3'-dibromo derivative. With a few modifications due to the peculiarities of the individual compounds, the explanation for the selectivity of the metalation reactions is essentially that given for the metalation of 1,1'-trimethyleneferrocene, IV. The crystal structure of the dibromide was determined. 12 references, 2 figures, 2 tables.

• Research Organization: Brookhaven National Lab., Upton, NY
• DOE Contract Number: AC02-76CH00016
• OSTI ID: 6800589
• Journal Information: Organometallics; (United States), Journal Name: Organometallics; (United States) Vol. 4:2; ISSN ORGND
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
CHEMICAL BONDS
CHEMICAL REACTIONS
COMPLEXES
DATA
DIENES
EXPERIMENTAL DATA
FERROCENE
HYDROCARBONS
INFORMATION
IRON COMPLEXES
MAGNETIC RESONANCE
METHYLENE RADICALS
MOLECULAR STRUCTURE
NUCLEAR MAGNETIC RESONANCE
NUMERICAL DATA
ORGANIC COMPOUNDS
POLYENES
RADICALS
RESONANCE
TRANSITION ELEMENT COMPLEXES