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Highlights Br + MeO


Ed., 2012, 51, 2477) (Reaction 5) hydroformylation of terminal alkenes having the –CH2


CO mixtures would be interesting.


with modest selectivities for the branched product, and modest enantioselectivities. They did not observe isomerisation products that may precede these hydroformylation reactions, but this would not be possible if the isomerisation products were more reactive than the starting materials. Studies featuring D2


CH=CH2 /


O 0.05 [RuCl2Cp*]n 0.05 CuI 0.30 Me2NCH2CO2H


N


0.20 KI, 3.0 Cs2CO3 DMF, 120 °C,, 24 h


N O functionality, [Ru}H MeO A Reaction 4 O H CN MeO N


83 : 17 45 %


0.004 [Rh(acac)(CO)2 ]


0.005 B, 5 bar CO/H2 MePh, 30°C, 3d


Reaction 5 CN CHO 10.0 : 1.0 81 % ee 99% yield O + MeO O N


Nigel P. Freestone University of Northampton, UK


Applied chemistry


choose left-handed SWNTs (S-Y. Ju, D. C. Abanulo, C. A. Badalucco, J. A. Gascón, F. Papadimitrakopoulos; J. Am. Chem. Soc., 2012, 134,13196) (Scheme 1). FMN uses its directional hydrogen bonds to form helical ribbons that use SWNTs to wrap around, similar to the way a vine winds around a stick. What is unusual is that it is the right-handed FMN helix that naturally selects left- handed SWNTs. It is thought the FMN helix imparts an ‘Indian-burn’ twist – compressing axially and dilating radially – on left-handed SWNTs to improve intermolecular interactions.


Handedness enantioselection of carbon nanotubes In order to unlock advanced applica- tions of single-walled carbon nanotubes (SWNTs), they need to be separated according to both chirality and handed- ness. US researchers have discovered that the naturally occurring chiral flavin mononucleotide (FMN), a phosphoryl- ated variant of vitamin B2


Delivery platform with post- production tunable release rate Self-assembly of three molecular components results in a delivery platform,


, can selectively


Scheme 1 Gelator


Small


molecule release


Fabrication T ~Tm


Enzyme loaded liposomes


Scheme 2


3 component gel


Tunable release of enzyme


the release rate of which can be tuned after its production (J. Boekhoven, M. Koot , T. A. Wezendonk, R. Eelkema, J. H. van Esch; J. Am. Chem. Soc., 2012, 134, 12908) (Scheme 2).


Hydrolosis of gelator A fluorophore-conjugated gelator


can be hydrolysed by an enzyme, resulting in the release of a fluorescent small molecule. To allow the release to be tunable, the enzyme is entrapped


Chemistry&Industry • November 2012 51


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