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Sessler JL Roznyatovskiy V Pantos GD Borisova NE Reshetova MD Lynch VM Khrustalev VN Ustynyuk YA 《Organic letters》2005,7(23):5277-5280
[reaction: see text] Two easy-to-synthesize polypyrrolic 2,5-diamidothiophene Schiff base macrocycles are reported, along with their anion binding properties as determined via UV-vis spectroscopic titrations carried out in dichloroethane. There is a striking difference between the interactions with anions of the two macrocycles, a finding ascribed to differences in their rigidity. For example, the more flexible dipyrromethane-derived macrocycle displays a 1.2:1 hydrogen sulfate versus nitrate selectivity, while its more rigid bipyrrole-derived congener shows a 7.4:1 selectivity in favor to hydrogen sulfate. 相似文献
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Alisa D. Kharlamova Anton S. Abel Alexei D. Averin Olga A. Maloshitskaya Vitaly A. Roznyatovskiy Evgenii N. Savelyev Boris S. Orlinson Ivan A. Novakov Irina P. Beletskaya 《Molecules (Basel, Switzerland)》2021,26(7)
N-heteroaryl substituted adamantane-containing amines are of substantial interest for their perspective antiviral and psychotherapeutic activities. Chlorine atom at alpha-position of N-heterocycles has been substituted by the amino group using convenient nucleophilic substitution reactions with a series of adamantylalkylamines. The prototropic equilibrium in these compounds was studied using NMR spectroscopy. The introduction of the second amino substituent in 4-amino-6-chloropyrimidine, 2-amino-chloropyrazine, and 1-amino-3-chloroisoquinoline was achieved using Pd(0) catalysis. 相似文献
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Bui TT Iordache A Chen Z Roznyatovskiy VV Saint-Aman E Lim JM Lee BS Ghosh S Moutet JC Sessler JL Kim D Bucher C 《Chemistry (Weinheim an der Bergstrasse, Germany)》2012,18(19):5853-5859
A new member of the cyclo[n]pyrrole class of expanded porphyrins could be prepared from the corresponding thiophene-containing terpyrrole precursor through use of a mild electrochemical oxidative procedure. The isolated macrocycle, featuring nine heterocyclic subunits directly connected through their α,α'-positions, is the largest cyclo[n]pyrrole derivative reported to date (see figure). 相似文献
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Cyclo[m]pyridine[n]pyrroles: hybrid macrocycles that display expanded π-conjugation upon protonation
Zhang Z Lim JM Ishida M Roznyatovskiy VV Lynch VM Gong HY Yang X Kim D Sessler JL 《Journal of the American Chemical Society》2012,134(9):4076-4079
Novel hybrid cyclo[m]pyridine[n]pyrroles have been synthesized using Suzuki coupling. Their NMR and optical spectroscopic features and solid state structural parameters provide support for the proposal that these species are best described as locally aromatic compounds devoid of long-range intersubunit conjugation. However, an extension of the π-conjugation in the macrocycles can be realized through protonation, as inferred from optical spectroscopic and X-ray diffraction-based structural studies. 相似文献
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The π-extended cyclo[4]naphthobipyrrole 1a has been prepared via an Fe(III)-mediated oxidative cyclization of an alkyl-substituted naphthobipyrrole. The structure of this new expanded porphyrin, isolated as the deprotonated sulfate salt, was characterized by spectroscopic means, as well through a single crystal X-ray diffraction analysis. Salt 1a displays a total of four well-resolved redox waves as determined by cyclic voltammetry. It also displays bathochromically shifted near-IR absorption maxima compared to the diprotonated forms of nonannulated cyclo[8]pyrroles. 相似文献
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Roznyatovskiy VV Roznyatovskaya NV Weyrauch H Pinkwart K Tübke J Sessler JL 《The Journal of organic chemistry》2010,75(24):8355-8362
A facile synthetic route to a new polycyclic pyrrole derivative, 3,8-diethyl-1,10-dihydro-benzo[e]pyrrolo[3,2-g]indole (1), is reported. This annulated bipyrrole acts as a monomer for electropolymerization and forms an electrochromic conducting polymer (poly1) when electrooxidized at low potentials (0.4 V vs Ag/Ag(+)) in acetonitrile. The presence of alkyl substituents at the 3 and 8 carbons (β-pyrrolic positions) induces regioselective 2,5'-coupling of the pyrrole repeat units and gives rise to the more uniform polymeric product, poly1. Poly1 exhibits globular morphology, as judged from SEM pictures. Its spectroelectrochemical features can be attributed to the formation of four possible states: neutral, polaron, bipolaron, and transverse bipolaron. The relatively low switching potentials (-0.6 to +0.9 V vs Ag/Ag(+) in MeCN) displayed by poly1 leads us to suggest that 1 has a role to play as a polymerizable moiety for the development of multicolor electrochromic materials. 相似文献
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Photodriven Charge Separation and Transport in Self‐Assembled Zinc Tetrabenzotetraphenylporphyrin and Perylenediimide Charge Conduits 下载免费PDF全文
Dr. Vladimir V. Roznyatovskiy Dr. Raanan Carmieli Scott M. Dyar Kristen E. Brown Prof. Michael R. Wasielewski 《Angewandte Chemie (International ed. in English)》2014,53(13):3457-3461
Zinc tetrabenzotetraphenyl porphyrin (ZnTBTPP) covalently attached to four perylenediimide (PDI) acceptors self‐assembles into a π‐stacked, segregated columnar structure, as indicated by small‐ and wide‐angle X‐ray scattering. Photoexcitation of ZnTBTPP rapidly produces a long‐lived electron–hole pair having a 26 Å average separation distance, which is much longer than if the pair is confined within the covalent monomer. This implies that the charges are mobile within their respective segregated ZnTBTPP and PDI charge conduits. 相似文献
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