Browsing by Author "Chronakis, Nikos"
Now showing items 21-32 of 32
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Quantitative preparation of 3,4-di(methylene)tetrahydrothiophene-1,1- dioxide by Zn-induced 1,4-debromination. A valuable 6-C reactive diene in [4+2] cycloadditions with DMAD and [60]fullerene
Markoulides, Marios Savva; Ioannou, Charalambos P.; Manos, Manolis J.; Chronakis, Nikos (2012)Optimum reaction conditions for the quantitative preparation of the highly reactive 3,4-di(methylene)tetrahydrothiophene-1,1-dioxide are described. The method involves the zinc-induced 1,4-debromination of 3,4-bis(bromom ...
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Regio- and stereoselective synthesis of enantiomerically pure [60]fullerene tris-adducts with an inherently chiral e,e,e addition pattern
Chronakis, Nikos; Hirsch, A. (2005)The synthesis and flash column chromatographic separation of c enantiomerically pure tris-adducts of C60 with an e,e,e-addition pattern is achieved via cyclopropanation with chiral D3-symmetrical cyclo-tris(malonate) ...
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Regioselective synthesis and zone selective deprotection of [60]fullerene tris-adducts with an e,e,e addition pattern
Beuerle, F.; Chronakis, Nikos; Hirsch, A. (2005)D3h-symmetrical tripodal tris(malonate) tethers have been used for the synthesis of [60]fullerene tris-adducts with an e,e,e addition pattern bearing topologically distinct polar and equatorial addend zones that can ...
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Remote functionalization of C60 with enantiomerically pure cyclo-[2]-malonate tethers bearing C12 and C14 spacers: Synthetic access to bisadducts of C60 with the inherently chiral trans-3 addition pattern
Riala, Maria; Chronakis, Nikos (2013)In this Article, we describe the synthesis of two optically pure diols bearing a 1,2-diol moiety masked as an isopropylidene acetal group and long alkyl chains comprised of 12 and 14 carbon atoms, respectively. The synthetic ...
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Self-Assembled Giant Vesicles Formed by Type I [3:3]-Hexakis Adducts of C60 Equipped with Enantiomerically Pure cyclo-Monomalonate Addends
Ioannou, Charalambos P.; Ioannou, Georgios I.; Moushi, Eleni E.; Velonia, Kelly; Chronakis, Nikos (2015)An efficient route for the synthesis of two amphiphilic type I [3:3]-hexakis adducts of C60 equipped with enantiopure cyclo-monomalonate addends was explored. Studies on their self-assembling behavior by TEM and SEM revealed ...
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Stereochemistry of the [4 + 2] cycloadditions of trans,trans- and cis,trans-2,4-hexadiene to C60
Chronakis, Nikos; Froudakis, G.; Orfanopoulos, Michael (2002)The [4 + 2] cycloaddition of trans,trans-2,4-hexadiene with C60 proceeds via a concerted mechanism with retention of stereochemistry in the cycloadduct 1a. However, when cis,trans-2,4-hexadiene reacts with C60, isomerization ...
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A study towards the regioselective synthesis of the e,e,e trisadduct of C60 via the [4+2] Diels-Alder reaction with tethers bearing orthoquinodimethane precursors
Ioannou, Charalambos P.; Chronakis, Nikos (2015)The regioselective synthesis of an e,e,e trisadduct of C60 via the Diels-Alder reaction with orthoquinodimethanes has been attempted employing the tether-directed remote functionalization approach. Opened-structure tether ...
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Synthesis and self-photooxygenation of alkenyl-linked [60]fullerene derivatives. A regioselective ene reaction
Chronakis, Nikos; Vougioukalakis, G. C.; Orfanopoulos, Michael (2002)(equation presented) Alkenyl-linked C60 derivatives undergo self-photooxygenation regioselectively, by the preferential abstraction of allylic hydrogens on the fullerene side of the double bond.
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Synthesis of Enantiopure T-Symmetrical [6:0]-Hexakis Adducts of C60 Equipped with 1,2-Glycol Substituted cyclo-Monomalonate Addends
Riala, Maria; Maxouti, K. L.; Ioannou, Charalambos P.; Chronakis, Nikos (2016)The synthesis of T-symmetrical [6:0]-hexakis adducts of C60 bearing enantiopure cyclo-monomalonate addends equipped with 1,2-glycol groups masked as isopropylidene acetals is presented. The deprotection of the acetals ...
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Tether-Directed Regioselective Synthesis of an Equatorialface Bisadduct of Azafullerene Using Cyclo-[2]-octylmalonate
Stergiou, Anastasios; Asad, Karam; Kourtellaris, Andreas; Chronakis, Nikos; Tagmatarchis, Nikos (2019)Abstract Bisazafullerene (C59N)2 has been functionalized under aerobic conditions with cyclo-[2]-octylmalonate through a Mannich-type reaction, furnishing the corresponding monoadduct. A regioselective tether-directed ...
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An unexpected stereoisomerism in enantiomerically pure trisadducts of C60 with an inherently chiral trans-3,trans-3,trans-3 addition pattern
Riala, Maria; Chronakis, Nikos (2014)We have synthesized and isolated two C2-symmetric enantiomerically pure trisadducts of C60 with an inherently chiral trans-3,trans-3,trans-3 addition pattern with the aid of an enantiopure cyclo-tris-malonate tether. An ...
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Water solubility, antioxidant activity and cytochrome C binding of four families of exohedral adducts of C60 and C70
Witte, P.; Beuerle, F.; Hartnagel, U.; Lebovitz, R.; Savouchkina, A.; Sali, S.; Guldi, D.; Chronakis, Nikos; Hirsch, A. (2007)Over the past decade, surface-modified, water soluble fullerenes have been shown by many different investigators to exhibit strong antioxidant activity against reactive oxygen species (ROS) in vitro and to protect cells ...