The synthesis and characterization of new optically active 'dimeric' 'pineno'- 4,5 -fused 2,2'-bipyridines linked without spacer or by small spacer groups

Fletcher, Nicholas C., Keene, Richard, Ziegler, Marco, Stoeckli Evans, Heather, Viebrock, Heiko, and von Zelewsky, Alex (1996) The synthesis and characterization of new optically active 'dimeric' 'pineno'- 4,5 -fused 2,2'-bipyridines linked without spacer or by small spacer groups. Helvetica Chimica Acta, 79 (4). pp. 1192-1202.

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Abstract

Linked chiral bipyridines 2–4 are prepared by combining two optically active 'pineno'-[4,5]-fused 2,2'-bipyridines in a stereoselective reaction (Scheme 1). These potential ligands are new members of the 'chiragen' family, and are characterized by NMR spectroscopy and, in the case of 2 and 3 by single-crystal X-ray analysis. A new synthesis of 'dipineno'-[4,5;4',5']-fused 2,2' -bipyridine 8 is described, which, when coupled, gives additional four chiral centres to the analogous 'chiragen' series ( → 9). Analysis of the CD spectra allowed conformational information about the solution species to be determined.

Item ID: 22773
Item Type: Article (Refereed Research - C1)
Keywords: ligands; metal
ISSN: 0018-019X
Date Deposited: 09 Aug 2012 02:38
FoR Codes: 03 CHEMICAL SCIENCES > 0302 Inorganic Chemistry > 030207 Transition Metal Chemistry @ 100%
SEO Codes: 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%
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