Browsing by Author "Chronakis, Nikos"

Article

[4 + 2] Cycloadditions of rigid s-cis dienes to C60. A synchronous Diels-Alder reaction

Chronakis, Nikos; Orfanopoulos, Michael (2001)

(Matrix presented) The Diels-Alder reaction of rigid s-cis dienes with C60 occurs by a concerted mechanism, via a symmetrical transition state.

Article

Addition of Electron-Rich Aromatics to Azafullerenium Carbocation. A Stepwise Electrophilic Substitution Mechanism

Vougioukalakis, G. C.; Chronakis, Nikos; Orfanopoulos, Michael (2003)

(Matrix presented) The reaction between the C59N+ carbocation and the electron-rich aromatic compounds toluene and anisole has been mechanistically studied. The measured intermolecular kinetic isotope effects are consistent ...

Article

Application and evaluation of solvent-free matrix-assisted laser desorption/ionization mass spectrometry for the analysis of derivatized fullerenes

Hungerbühler, H.; Kotsiris, Sotirios G.; Vasil'ev, Y. V.; Streletskii, A. V.; Hart, M.; Mark, L. P.; Boltalina, O. V.; Chronakis, Nikos; Orfanopoulos, Michael; Drewello, T. (2006)

A variety of derivatized fullerenes have been studied by matrix-assisted laser desorption/ionization (MALDI) mass spectrometry. Of particular emphasis has been the evaluation of a recently introduced solvent-free sample/target ...

Article

ChemInform Abstract: Design and Synthesis of New Nanosized C 3‐Symmetrical Tricarboxylic Acids: Key Elongated Ligands for the Preparation of Highly Porous MOFs

Markoulides, Marios Savva; Efthymiou, Constantinos G.; Tasiopoulos, Anastasios J.; Chronakis, Nikos (2016)

Article

ChemInform Abstract: The First One‐Pot Synthesis of a Chiral Pentakis‐Adduct of C60 Utilizing an Opened‐Structure Malonate Tether.

Ioannou, Charalambos P.; Chronakis, Nikos (2014)

Article

A chiral dumbbell shaped bis(fullerene) oligoelectrolyte

Chronakis, Nikos; Hartnagel, U.; Braun, M.; Hirsch, A. (2007)

The first icosacationic bis(fullerene) whose water solubility is provided by twenty peripheral ammonium groups has a rigid, almost cylindrical shape and was synthesized by connecting two fullerene cores with a chiral ...

Article

Computational design of novel fullerene analogues as potential HIV-1 PR inhibitors: Analysis of the binding interactions between fullerene inhibitors and HIV-1 PR residues using 3D QSAR, molecular docking and molecular dynamics simulations

Durdagi, S.; Mavromoustakos, Thomas M.; Chronakis, Nikos; Papadopoulos, Manthos G. (2008)

A series of experimentally reported as well as computationally designed monoadducts and bisadducts of [60]fullerene analogues have been used in order to analyze the binding interactions between fullerene based inhibitors ...

Article

Concerted Diels-Alder reaction between anthracene and C60

Chronakis, Nikos; Orfanopoulos, Michael (2001)

The Diels-Alder reaction of anthracene with C60 has been investigated experimentally by using secondary isotope effects. The inverse α-secondary isotope effect in conjunction with the unity value of the β-secondary isotope ...

Article

Construction of 2D nanoporous networks by coupling on-surface dynamic imine chemistry and dipole-stabilized self-assembly

Yue, J. -Y; Markoulides, Marios Savva; Regan, A. C.; Li, S. -Y; Chronakis, Nikos; Gourdon, A.; Chen, T.; Yan, H. -J; Wang, D. (2017)

Double-walled nanoporous networks based on the Schiff base reaction of nonplanar tripodic building blocks and subsequent dipole-directed self-assembly were fabricated on highly oriented pyrolytic graphite (HOPG) at the ...

Article

Design and synthesis of new nanosized C 3-symmetrical tricarboxylic acids: Key elongated ligands for the preparation of highly porous MOFs

Markoulides, Marios Savva; Efthymiou, Constantinos G.; Tasiopoulos, Anastasios J.; Chronakis, Nikos (2015)

The synthesis of two new C 3-symmetrical nanosized tricarboxylic acids bearing triphenylmethane cores and three imines linkages is presented. The new elongated tripods were designed to stabilise highly porous metal-organic ...

Article

Ene Reaction of Arylallyl Alkenes with C60. A Mechanistic Approach

Chronakis, Nikos; Orfanopoulos, Michael (1999)

(Matrix Presented) The ene reaction of arylallyl alkenes with C60 occurs either by a concerted mechanism or by the reversible formation of a charged or a dipolar intermediate, followed by the C-H(D) breakage in a rate-limiting ...

Article

A facile access to enantiomerically pure [60]fullerene bisadducts with the inherently chiral trans -3 addition pattern

Riala, Maria; Chronakis, Nikos (2011)

The Bingel reaction between C60 and an enantiopure bismalonate tether equipped with two acetonide moieties led to the synthesis and successful column chromatographic isolation of the enantiomerically pure f,sC and f,sA ...

Article

The first one-pot synthesis of a chiral pentakis-adduct of C60 utilising an opened-structure malonate tether

Ioannou, Charalambos P.; Chronakis, Nikos (2013)

A pentakis-adduct of C60 with an incomplete octahedral addition pattern was synthesised via a one-pot procedure using a tether equipped with five malonate moieties. The five-fold Bingel cyclopropanation of C60 was completely ...

Article

A highly porous interpenetrated metal-organic framework from the use of a novel nanosized organic linker

Manos, Manolis J.; Markoulides, Marios Savva; Malliakas, C. D.; Papaefstathìou, Giannis S.; Chronakis, Nikos; Kanatzidis, M. G.; Trikalitis, Pantelis N.; Tasiopoulos, Anastasios J. (2011)

The initial use of a novel elongated tricarboxylic acid H3hmpib in metal-organic framework (MOF) chemistry resulted in a [Zn4O(hmpib) 2] MOF (UCY-1) with pyrite topology. The compound displays a remarkably high internal ...

Article

The journey of L-tartaric acid in the world of enantiomerically pure bis- and trisadducts of C60with the inherently chiral trans-3 and all-trans-3 addition patterns

Chronakis, Nikos (2014)

Inherently chiral multi-adducts of [60]fullerene represent unique chiral molecular tectons featuring fascinating optoelectronic properties. Herein we discuss the most recent progress in the synthesis of enantiomerically ...

Article

Macrocyclic cyclo[n]malonates - Synthetic aspects and observation of columnar arrangements by X-ray crystallography

Chronakis, Nikos; Brandmüller, T.; Kovács, Christian; Reuther, U.; Donaubauer, W.; Hampel, F.; Fischer, F.; Diederich, F.; Hirsch, A. (2006)

A variety of achiral and chiral macrocyclic oligomalonates were synthesised in a one-step procedure through condensation of malonyl dichloride with α,ω-diols. We have investigated the applicability of this method by varying ...

Article

Macrocyclic malonates. A new family of tethers for the regio- and diastereoselective functionalization of [60]fullerene

Chronakis, Nikos; Hirsch, A. (2006)

The tether-directed remote functionalization of C60 has been investigated by using cyclic bis- and trismalonate tethers. The reactive malonate groups are connected with alkyl spacers and their synthesis was performed in ...

Article

A new [2 + 2] functionalization of C60 with alkyl-substituted 1,3- butadienes: A mechanistic approach. Stereochemistry and isotope effects

Vassilikogiannakis, G.; Chronakis, Nikos; Orfanopoulos, Michael (1998)

The stereochemistry and secondary isotope effects of the [2 + 2] photocycloaddition of trans,trans- (7), cis,cis- (8), and cis,trans-2,4- hexadiene (9), 2,5-dimethyl-2,4-hexadiene (1), and its deuterated analogues 1-d1, ...

Article

One-pot regioselective synthesis and X-ray crystal structure of a stable [60]fullerene trisadduct with the eedge,eface,trans-1 addition pattern

Riala, Maria; Markoulides, Marios Savva; Moushi, Eleni E.; Chronakis, Nikos (2011)

The Bingel functionalisation of C60 with a structurally novel tether equipped with three reactive malonate groups afforded a C 2v-symmetrical eedge,eface,trans-1 trisadduct in a complete regioselective manner and in an ...

Article

One-pot thermally chemocontrolled double Diels-Alder strategies. A route to [4 + 2] functionalisation/[4 + 2] derivatization of C60

Markoulides, Marios Savva; Ioannou, Georgios I.; Manos, Manolis J.; Chronakis, Nikos (2013)

The one-pot double Diels-Alder reactions of 3,4-di(methylene) tetrahydrothiophene-1,1-dioxide using temperature as the only chemocontrol element are described. Zn-dust promoted the 1,4-debromination of 3,4-bis(bromomethy ...