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Crystals 2013, 3(1), 141-148; doi:10.3390/cryst3010141
Article

Syntheses and Crystal Structures of Ferrocenoindenes

1
,
1
,
2,*  and 1,*
1 Faculty of Chemistry and Pharmacy, University of Innsbruck, 6020 Innsbruck, Austria 2 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 / Revised: 15 February 2013 / Accepted: 18 February 2013 / Published: 27 February 2013
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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 ferrocene; ferrocenoindene; planar chiral; racemic crystal
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Wurst, K.; Laus, G.; Buchmeiser, M.R.; Schottenberger, H. Syntheses and Crystal Structures of Ferrocenoindenes. Crystals 2013, 3, 141-148.

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