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1.
ACS Appl Mater Interfaces ; 9(5): 4941-4947, 2017 Feb 08.
Artigo em Inglês | MEDLINE | ID: mdl-28093905

RESUMO

Optical waveguides have been fabricated via photopolymerization of stable, inkjet-printed patterns. In order to obtain high-profile lines, the properties of both the ink and the substrate were adjusted. We prove that suitable patterns, with contact angles close to 90°, can be printed by using not fully cured, "sticky" PDMS as a substrate. In addition, we propose a simple sliding-drop experiment to show the crucial difference in how the ink dewets the "sticky" and the fully cured substrate, which is otherwise difficult to demonstrate. The light attenuation vs strain curve of the obtained waveguides was determined experimentally and was found to be almost linear within the measured strain range.

2.
Org Biomol Chem ; 14(2): 460-469, 2016 Jan 14.
Artigo em Inglês | MEDLINE | ID: mdl-26537290

RESUMO

We have developed a strategy for the stereoselective synthesis of cyclolignans related to podophyllotoxin and its derivatives. The crucial step of the synthesis is the photocyclization of a chiral atropoisomeric 1,2-bisbenzylidenesuccinate amide ester, which can be prepared from suitable aromatic aldehydes, diethyl succinate and l-prolinol. The photocyclization was found to be more efficient when irradiation was performed in a home-built continuous flow photochemical reactor. The in-flow irradiation also allowed us to perform the reaction on a multigram scale. The chiral auxiliary was removed by reductive cleavage with the Schwartz's reagent to give the cytotoxic 1R,2R-cis-podophyllic aldehyde, which in turn could be easily reduced to the corresponding alcohol, completing the formal synthesis of (-)-podophyllotoxin.


Assuntos
Compostos de Befênio/química , Podofilotoxina/síntese química , Succinatos/química , Ciclização , Estrutura Molecular , Processos Fotoquímicos , Podofilotoxina/química , Estereoisomerismo
3.
ChemSusChem ; 8(8): 1323-7, 2015 Apr 24.
Artigo em Inglês | MEDLINE | ID: mdl-25833148

RESUMO

Noble-metal-free copper-zinc nanoalloy (<150 nm) is found to be uniquely suited for the highly selective catalytic conversion of 5-hydroxymethylfurfural (HMF) to potential biofuels or chemical building blocks. Clean mixtures of 2,5-dimethylfuran (DMF) and 2,5-dimethyltetrahydrofuran (DMTHF) with combined product yields up to 97 % were obtained at 200-220 °C using 20-30 bar H2 . It is also possible to convert 10 wt % HMF solutions in CPME, with an excellent DMF yield of 90 %. Milder temperatures favor selective (95 %) formation of 2,5-furandimethanol (FDM). The one-pot conversion of fructose to valuable furan-ethers was also explored. Recycling experiments for DMF production show remarkable catalyst stability. Transmission electron microscopy (TEM) characterization provides more insight into morphological changes of this intriguing class of materials during catalysis.


Assuntos
Ligas/química , Cobre/química , Furaldeído/análogos & derivados , Nanoestruturas/química , Zinco/química , Catálise , Furaldeído/química , Furanos/química , Química Verde , Metanol/química , Pós
5.
Acta Crystallogr Sect E Struct Rep Online ; 66(Pt 11): o2791, 2010 Oct 09.
Artigo em Inglês | MEDLINE | ID: mdl-21588988

RESUMO

The title compound, C(30)H(27)O(8)P (1), was formed as one of two products {(1) and (2) [Krawczyk et al. (2010 ▶). Acta Cryst. E66 (cv2753)]} in the reaction of dimethyl acetyl-enedicarboxyl-ate with triphenyl-phosphine. The mol-ecule of (1) consists of a five-membered ring, in which the P atom is incorporated. One of the phenyl groups of the triphenyl-phosphine migrated to a vicinal C atom during the reaction. The five-membered ring of (1) is corrugated [r.m.s. deviation = 0.0719 (8) Å], whereas that in compound (2) is planar, the r.m.s. deviation being only 0.009 (2) Å.

6.
Acta Crystallogr Sect E Struct Rep Online ; 66(Pt 11): o2792, 2010 Oct 09.
Artigo em Inglês | MEDLINE | ID: mdl-21588989

RESUMO

The title compound, C(30)H(27)O(8)P (2), was formed as one of two products {(1) [Krawczyk et al. (2010 ▶). Acta Cryst. E66 (cv2752)] and (2)} in the reaction of dimethyl acetyl-enedicarboxyl-ate with triphenyl-phosphine. The mol-ecule of (2) consists of a five-membered carbocyclic ring. The P atom is a part of a triphenylphosphoranylidene substituent. In contrast to (1), the five-membered ring of (2) is planar, the r.m.s. deviation being only 0.009 (2) Å.

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