Journal of Organic Chemistry, volume 65, issue 23, pages 7870-7877

Double-helical dinuclear bis(dipyrromethene) complexes formed by self-assembly

Thompson Alison R 1
Dolphin David 1
1
 
Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, British Columbia, Canada
Publication typeJournal Article
Publication date2000-10-21
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor3.6
ISSN00223263, 15206904
Organic Chemistry
Abstract
Bis(dipyrromethene) ligands linked by an alkyl spacer between beta and beta' positions are shown to give helical dimers or monomers, dependent upon the length of the alkyl linker, upon complexation. Ligands consisting of methylene, ethylene, and propylene linkers -(CH(2))(n)()- (n = 1, 2, and 3) give helical dimers, while longer linking chains (n = 4, 5, or 6) give monomers or mixtures of dimers and monomers. X-ray crystal structures of the dimeric zinc complexes (n = 1, 2, and 3) reveal that the angles between dipyrromethene planes and the extent of helicity in the complexes differ as the length of the linker varies. The extent of helicity was assessed and found to be dependent upon the length and, specifically, the conformational preferences of the alkyl spacer unit. The presence of an ethylene linker gave complexes of greatest helicity. The use of a methylene spacer gave less helical structures upon complexation, while propylene spacers gave only slightly helical complexes. Our studies identify the crucial importance that the conformational preferences of the beta-beta' alkyl spacer group plays in the coordination algorithm of self-assembly to form dipyrromethene based complexes.

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Thompson A. R., Dolphin D. Double-helical dinuclear bis(dipyrromethene) complexes formed by self-assembly // Journal of Organic Chemistry. 2000. Vol. 65. No. 23. pp. 7870-7877.
GOST all authors (up to 50) Copy
Thompson A. R., Dolphin D. Double-helical dinuclear bis(dipyrromethene) complexes formed by self-assembly // Journal of Organic Chemistry. 2000. Vol. 65. No. 23. pp. 7870-7877.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1021/jo000886p
UR - https://doi.org/10.1021%2Fjo000886p
TI - Double-helical dinuclear bis(dipyrromethene) complexes formed by self-assembly
T2 - Journal of Organic Chemistry
AU - Dolphin, David
AU - Thompson, Alison R
PY - 2000
DA - 2000/10/21 00:00:00
PB - American Chemical Society (ACS)
SP - 7870-7877
IS - 23
VL - 65
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
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BibTex Copy
@article{2000_Thompson
author = {David Dolphin and Alison R Thompson},
title = {Double-helical dinuclear bis(dipyrromethene) complexes formed by self-assembly},
journal = {Journal of Organic Chemistry},
year = {2000},
volume = {65},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021%2Fjo000886p},
number = {23},
pages = {7870--7877},
doi = {10.1021/jo000886p}
}
MLA
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MLA Copy
Thompson, Alison R., and David Dolphin. “Double-helical dinuclear bis(dipyrromethene) complexes formed by self-assembly.” Journal of Organic Chemistry, vol. 65, no. 23, Oct. 2000, pp. 7870-7877. https://doi.org/10.1021%2Fjo000886p.
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