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C<sub>60</sub> dimers connected through pleiadene bridges: fullerenes talking to each other
Sastre-Santos, Á,ngela,Parejo, Concepció,n,Martí,n-Gomis, Luis,Ohkubo, Kei,Ferná,ndez-Lá,zaro, Fernando,Fukuzumi, Shunichi Royal Society of Chemistry 2011 Journal of materials chemistry Vol.21 No.5
<P>New C<SUB>60</SUB> dimers 1, 2 and 3 that differ in the distance between the two balls, connected through pleiadene bridges have been synthesized. Different synthetic strategies have been used to prepare C<SUB>60</SUB> dimers 1–3. A diastereoisomeric mixture was obtained for C<SUB>60</SUB> dimer 1, which was separated by column chromatography and characterized by NMR. By CV measurements, no interaction between the two balls was found in the ground state in any type of C<SUB>60</SUB> dimer. By reduction with dimeric benzylnicotinamide [(BNA)<SUB>2</SUB>], a two electron reductant, the interaction between both C<SUB>60</SUB> units has been analyzed using electron paramagnetic resonance (EPR). For C<SUB>60</SUB> dimer 3, upon addition of 1 equivalent (BNA)<SUB>2</SUB> no electronic interaction in the C<SUB>60</SUB>˙<SUP>−</SUP>–C<SUB>60</SUB>˙<SUP>−</SUP> was observed due to the long distance between the C<SUB>60</SUB> balls (20 Å). However, for C<SUB>60</SUB> dimer 1, where the distance between radicals is shorter, 10 Å, the electronic interaction in the di(radical anion), C<SUB>60</SUB>˙<SUP>−</SUP>–C<SUB>60</SUB>˙<SUP>−</SUP> in the presence of 1 equivalent of (BNA)<SUB>2</SUB> was observed by EPR, corresponding to a triplet biradical.</P> <P>Graphic Abstract</P><P>Addition of 1 equivalent of (BNA)<SUB>2</SUB> to dimer 1 yields the C<SUB>60</SUB>˙<SUP>−</SUP>–C<SUB>60</SUB>˙<SUP>−</SUP> triplet biradical where electronic interaction is observed. <IMG SRC='http://pubs.rsc.org/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=c0jm02635b'> </P>