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

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103. 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, F. Richard; Ziegler, Marco et al.
In: Helvetica Chimica Acta, Vol. 79, No. 4, 26.06.1996, p. 1192-1202.

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Fletcher NC, Keene FR, Ziegler M, Stoeckli-Evans H, Viebrock H, Von Zelewsky A. 103. 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. 1996 Jun 26;79(4):1192-1202. doi: 10.1002/hlca.19960790425

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@article{9a8fa21d4ce44ad3bbdb8b10885ff065,
title = "103. The synthesis and characterization of new optically active 'dimeric' 'pineno'-[4,5]-fused 2,2′-bipyridines linked without spacer or by small spacer groups",
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.",
author = "Fletcher, {Nicholas C.} and Keene, {F. Richard} and Marco Ziegler and Helen Stoeckli-Evans and Heiko Viebrock and {Von Zelewsky}, Alex",
year = "1996",
month = jun,
day = "26",
doi = "10.1002/hlca.19960790425",
language = "English",
volume = "79",
pages = "1192--1202",
journal = "Helvetica Chimica Acta",
issn = "0018-019X",
publisher = "Verlag Helvetica Chimica Acta AG",
number = "4",

}

RIS

TY - JOUR

T1 - 103. The synthesis and characterization of new optically active 'dimeric' 'pineno'-[4,5]-fused 2,2′-bipyridines linked without spacer or by small spacer groups

AU - Fletcher, Nicholas C.

AU - Keene, F. Richard

AU - Ziegler, Marco

AU - Stoeckli-Evans, Helen

AU - Viebrock, Heiko

AU - Von Zelewsky, Alex

PY - 1996/6/26

Y1 - 1996/6/26

N2 - 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.

AB - 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.

U2 - 10.1002/hlca.19960790425

DO - 10.1002/hlca.19960790425

M3 - Journal article

AN - SCOPUS:0000158370

VL - 79

SP - 1192

EP - 1202

JO - Helvetica Chimica Acta

JF - Helvetica Chimica Acta

SN - 0018-019X

IS - 4

ER -