Molecular tweezers for fullerenes

Pérez, Emilio M.; Martín, Nazario

doi:10.1351/pac-con-09-09-27

Cited by 54 publications

(44 citation statements)

References 33 publications

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“…[29] In this regard, derivative 16, a p-extended TTF derivative (exTTF) with a concave aromatic shape complementary to the convex surface of fullerenes, proved to be a remarkably successful building block for fullerene hosts ( Figure 7). [30,31] Unlike cyclotriveratrylene-based receptors 1-3, derivatives 16-20 ( Figure 7 and Figure 8) display extremely different binding abilities. Monomer 16 does not form any stable complex with fullerenes, despite its geometric and electronic complementarity.…”

Section: P-extended Ttf-based Hostsmentioning

confidence: 99%

Wraparound Hosts for Fullerenes: Tailored Macrocycles and Cages

2011

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Custom-made macrocyclic receptors for fullerenes are proving a valuable alternative to achieve the affinity and selectivity required to meet challenges such as the selective extraction of higher fullerenes, their chiral resolution, or the self-assembly of functional molecular materials. In this Minireview, we highlight some of the important breakthroughs that this class of fullerene hosts has already produced.

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Section: P-extended Ttf-based Hostsmentioning

confidence: 99%

Wraparound Hosts for Fullerenes: Tailored Macrocycles and Cages

2011

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“…moieties. Consequently, molecular tweezers can act as receptors for a wide variety of substrates ranging from carbon materials [3,4], anions [5,6], organic [7] and inorganic cations [8] and neutral organic guests [9]. The general use and applications of molecular tweezers in the complexation of a variety of substrates has been reviewed in several accounts [10,11,12].…”

Section: Insert Figurementioning

confidence: 99%

Porphyrin tweezer receptors: Binding studies, conformational properties and applications

Valderrey

Aragay

Ballester

2014

Coordination Chemistry Reviews

101

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“…A ditopic receptor, "buckycatcher" 40, was synthesized by Sygula et al joining together two units of coronene via a rigid aromatic spacer [143], forming a tweezers-like host [144]. It forms stable complexes with C 60 (log K a ¼ 3.9, d 8 -toluene, room temperature), 1 in which the fullerene is included between the two coronene units, as demonstrated through X-ray diffraction studies on cocrystals of 40 and C 60 (Fig.…”

Section: On Concave-convex Interactionsmentioning

confidence: 99%

“…There are many other examples of tweezer-like and macrocyclic hosts for fullerenes, which we will not discuss in this chapter. The interested reader can refer to more comprehensive reviews [144,166]. In this very brief account we intended to outline general considerations regarding the design principles for the construction of hosts for fullerenes, illustrating them with a few selected examples.…”

Section: Tweezers and Macrocycles For The Molecular Recognition Of Fumentioning

confidence: 99%

Buckyballs

Delgado

Filippone

Giacalone

et al. 2013

Topics in Current Chemistry

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Buckyballs represent a new and fascinating molecular allotropic form of carbon that has received a lot of attention by the chemical community during the last two decades. The unabating interest on this singular family of highly strained carbon spheres has allowed the establishing of the fundamental chemical reactivity of these carbon cages and, therefore, a huge variety of fullerene derivatives involving [60] and [70]fullerenes, higher fullerenes, and endohedral fullerenes have been prepared. Much less is known, however, of the chemistry of the uncommon non-IPR fullerenes which currently represent a scientific curiosity and which could pave the way to a range of new fullerenes. In this review on buckyballs we have mainly focused on the most recent and novel covalent chemistry of fullerenes involving metal catalysis and asymmetric synthesis, as well as on some of the most significant advances in supramolecular chemistry, namely H-bonded fullerene assemblies and the search for efficient concave receptors for the convex surface of fullerenes. Furthermore, we have also described the recent advances in the macromolecular chemistry of fullerenes, that is, those polymer molecules endowed with fullerenes which have been classified according to their chemical structures. This review is completed with the study of endohedral fullerenes, a new family of fullerenes in which the carbon cage of the fullerene contains a metal, molecule, or metal complex in the inner cavity. The presence of these species affords new fullerenes with completely different properties and chemical reactivity, thus opening a new avenue in which a more precise control of the photophysical and redox properties of fullerenes is possible. The use of fullerenes for organic electronics, namely in photovoltaic applications and molecular wires, complements the study and highlights the interest in these carbon allotropes for realistic practical applications. We have pointed out the so-called non-IPR fullerenes - those that do not follow the isolated pentagon rule - as the most intriguing class of fullerenes which, up to now, have only shown the tip of the huge iceberg behind the examples reported in the literature. The number of possible non-IPR carbon cages is almost infinite and the near future will show us whether they will become a reality.

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Molecular tweezers for fullerenes

Cited by 54 publications

References 33 publications

Wraparound Hosts for Fullerenes: Tailored Macrocycles and Cages

Wraparound Hosts for Fullerenes: Tailored Macrocycles and Cages

Porphyrin tweezer receptors: Binding studies, conformational properties and applications

Buckyballs

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