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Synthesis 2015; 47(09): 1325-1328
DOI: 10.1055/s-0034-1379963
DOI: 10.1055/s-0034-1379963
paper
A Diaminoterephthalate–C60 Dyad: A New Material for Optoelectronic Applications
Weitere Informationen
Publikationsverlauf
Received: 13. November 2014
Accepted after revision: 08. Dezember 2014
Publikationsdatum:
18. März 2015 (online)
Abstract
Diaminoterephthalate was used for the first time as a chromophore in a dyad with [60]fullerene. The synthesis was accomplished from the benzyl methyl diester by hydrogenolytic cleavage of the benzyl group, re-esterification with a benzyl alcohol with protected formyl function, deprotection of the latter and final 1,3-dipolar cycloaddition with C60 and sarcosine via the azomethine ylide.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1379963.
- Supporting Information
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References
- 1a Gust D, Moore TA, Moore AL. Acc. Chem. Res. 2001; 34: 40
- 1b Scholes GD, Fleming GR, Olaya-Castro A, van Grondelle R. Nat. Chem. 2011; 3: 763
- 1c Sherman BD, Vaughn MD, Bergkamp JJ, Gust D, Moore AL, Moore TA. Photosynth. Res. 2014; 120: 59
- 2a Dubey RK, Kumpulainen T, Efimov A, Tkachenko NV, Lemmetyinen H. Eur. J. Org. Chem. 2010; 3428
- 2b Leupold S, Shokati T, Eberle C, Borrmann T, Montforts F.-P. Eur. J. Org. Chem. 2008; 2621
- 2c Irngartinger H, Fettel PW, Escher T, Tinnefeld P, Nord S, Sauer M. Eur. J. Org. Chem. 2000; 455
- 3 Rozzi CA, Falke SM, Spallanzani N, Rubio A, Molinari E, Brida D, Maiuri M, Cerullo G, Schramm H, Christoffers J, Lienau C. Nat. Commun. 2013; 4: 1602
- 4a Kodis G, Liddell PA, Moore AL, Moore TA, Gust D. J. Phys. Org. Chem. 2004; 17: 724
- 4b Liddell PA, Kodis G, de la Garza L, Bahr JL, Moore AL, Moore TA, Gust D. Helv. Chim. Acta 2001; 84: 2765
- 4c Gust D, Moore TA, Moore AL, Devadoss C, Liddell PA, Hermant R, Nieman RA, Demanche LJ, DeGraziano JM, Gouni I. J. Am. Chem. Soc. 1992; 114: 3590
- 4d Gust D, Moore TA, Moore AL, Liddel PA. Meth. Enzymol. 1992; 213: 87
- 5 Pflantz R, Christoffers J. Chem. Eur. J. 2009; 15: 2200
- 6 Zhang Y, Starynowicz P, Christoffers J. Eur. J. Org. Chem. 2008; 3488
- 7a Wache N, Schröder C, Koch K.-W, Christoffers J. ChemBioChem 2012; 13: 993
- 7b Wache N, Scholten A, Klüner T, Koch K.-W, Christoffers J. Eur. J. Org. Chem. 2012; 5712
- 8 Pittalis S, Delgado A, Robin J, Freimuth L, Christoffers J, Lienau C, Rozzi CA. Adv. Funct. Mater. 2015; 25: 2047
- 9 Mitsunobu O. Synthesis 1981; 1
- 10a Valeur E, Bradley M. Chem. Soc. Rev. 2009; 38: 606
- 10b Prasad KV. S. R. G, Bharathi K, Haseena Banu B. Int. J. Pharmaceut. Sci. Rev. Res. 2011; 8: 108
- 10c Al-Warhi TI, Al-Hazimi HM. A, El-Faham A. J. Saudi Chem. Soc. 2012; 16: 97
- 11a Knorr R, Trzeciak A, Bannwarth W, Gillessen D. Tetrahedron Lett. 1989; 30: 1927
- 11b Balalaie S, Mahdidoust M, Eshaghi-Najafabadi R. Chin. J. Chem. 2008; 26: 1141
- 11c Twibanire J.-dK, Grindley TB. Org. Lett. 2011; 13: 2988
- 12a Campidelli S, Lenoble J, Barbera J, Paolucci F, Marcaccio M, Paolucci D, Deschenaux R. Macromolecules 2005; 38: 7915
- 12b Martin N, Sanchez L, Seoane C, Andreu R, Garin J, Orduna J. Tetrahedron Lett. 1996; 37: 5979
- 13a Tagmatarchis N, Prato M. Synlett 2003; 768
- 13b Prato M, Maggini M. Acc. Chem. Res. 1998; 31: 519
- 14a Rurak K. Springer Ser. Fluoresc. 2008; 5: 101
- 14b Fery-Forgues S, Lavabre D. J. Chem. Ed. 1999; 76: 1260
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