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Syntheses and Crystal Structures of Ferrocenoindenes
Faculty of Chemistry and Pharmacy, University of Innsbruck, 6020 Innsbruck, Austria
Chair of Macromolecular Compounds and Fiber Chemistry, Institute of Polymer Chemistry, University of Stuttgart, 70550 Stuttgart, Germany
* Authors to whom correspondence should be addressed.
Received: 18 January 2013; in revised form: 15 February 2013 / Accepted: 18 February 2013 / Published: 27 February 2013
Abstract: Ferrocenoindenes display planar chirality and thus represent valuable ligands for asymmetric catalysis. Here, we report on the synthesis of novel 3-(1,1-dibromomethylene)ferroceno[1,2-a]indene, (Z)-3-(1-bromomethylene)-6-iodoferroceno[1,2-a]indene, and benzo[5,6-f]ferroceno[2,3,a]inden-1-one. Any application-oriented design of chiral catalysts requires fundamental knowledge about the ligands involved, not only in terms of atom-connectivity, but also in terms of their three-dimensional structure and steric demand. Therefore, the crystal structures of 2-ferrocenylbenzoic acid, ferroceno[1,2-a]indene, and (Z)-3-(1-bromomethylene)-6-iodoferroceno[1,2-a]indene have been determined. The bond-lengths that can be retrieved therefrom also allow for an estimation of the reactivity of the aryl-iodo, bromo-methylidene and dibromomethylidene moieties.
Keywords: ferrocene; ferrocenoindene; planar chiral; racemic crystal
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MDPI and ACS Style
Wurst, K.; Laus, G.; Buchmeiser, M.R.; Schottenberger, H. Syntheses and Crystal Structures of Ferrocenoindenes. Crystals 2013, 3, 141-148.
Wurst K, Laus G, Buchmeiser MR, Schottenberger H. Syntheses and Crystal Structures of Ferrocenoindenes. Crystals. 2013; 3(1):141-148.
Wurst, Klaus; Laus, Gerhard; Buchmeiser, Michael R.; Schottenberger, Herwig. 2013. "Syntheses and Crystal Structures of Ferrocenoindenes." Crystals 3, no. 1: 141-148.