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  Syntheses, Structures, and Complexation Properties of Photoresponsive Crownophanes

Fürstner, A., Seidel, G., Kopiske, C., Krüger, C., & Mynott, R. (1996). Syntheses, Structures, and Complexation Properties of Photoresponsive Crownophanes. Liebigs Annalen, (5), 655-662. doi:10.1002/jlac.199619960503.

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 Creators:
Fürstner, Alois1, Author           
Seidel, Günter1, Author           
Kopiske, Carsten2, Author           
Krüger, Carl2, Author           
Mynott, Richard3, Author           
Affiliations:
1Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445584              
2Service Department Krüger (XRAY), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445624              
3Service Department Mynott (NMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445627              

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Free keywords: McMurry reaction; Macrocyclization reactions; Template effect; Crown ethers; Ag(+1) complexation
 Abstract: A set of tethered bis-benzophenone or -benzaldehyde derivatives was subjected to intramolecular McMurry reactions, thus affording hybrids with cyclophane and crown ether substructures (“crownophanes”). All macrocycles were formed in reasonable yields even at rather high concentrations. A comparative study showed that low-valent titanium [Ti] exerts a strong template effect whereas alkali metal salts accumulating during its preparation have only little influence upon the preorganization of the substrates in a favorable podand-like conformation. Ester linkages in the tethers turned out to be only partly compatible with the reaction conditions. Crystal structures of crownophanes 7, 8, and 12 are described. A 1H- and 13C-NMR study on the complexation of Ag(+1) by 8 and 10 revealed that the endocyclic arene entities rather than the polyether chains are the major sites of interaction of the cation with its host.

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Language(s): eng - English
 Dates: 1995-09-142006-01-251996-05
 Publication Status: Published in print
 Pages: 8
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/jlac.199619960503
 Degree: -

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Title: Liebigs Annalen
  Other : Liebigs Ann.
Source Genre: Journal
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Publ. Info: Weinheim : VCH
Pages: 8 Volume / Issue: (5) Sequence Number: - Start / End Page: 655 - 662 Identifier: ISSN: 0947-3440
CoNE: https://pure.mpg.de/cone/journals/resource/954926989136