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3 edition of Electron deficient aromatic- and heteroaromatic-base interactions found in the catalog.

Electron deficient aromatic- and heteroaromatic-base interactions

Electron deficient aromatic- and heteroaromatic-base interactions

the chemistry of anionic sigma complexes

  • 56 Want to read
  • 10 Currently reading

Published by Elsevier Science Publishers, Distributors for the U.S. and Canada, Elsevier Science Pub. Co. in Amsterdam, New York, New York, NY .
Written in English

    Subjects:
  • Substitution reactions.,
  • Aromatic compounds.,
  • Heterocyclic compounds.

  • Edition Notes

    Includes bibliographical references and index.

    StatementE. Buncel ... [et al.].
    SeriesStudies in organic chemistry ;, 14, Studies in organic chemistry (Elsevier Science Publishers) ;, 14.
    ContributionsBuncel E.
    Classifications
    LC ClassificationsQD281.S67 E43 1984
    The Physical Object
    Paginationvii, 499 p. :
    Number of Pages499
    ID Numbers
    Open LibraryOL2839751M
    ISBN 100444423052
    LC Control Number84001572

    This tutorial review provides an overview of the theoretical and experimental investigations that resulted in the recognition of anion-π interactions, i.e., non-covalent forces between electron deficient aromatic systems and l pioneering theoretical studies revealed that these interactions are energetically favorable (∼20–50 kJ mol –1).   How to cite this article: Dommerholt, J. et al. Highly accelerated inverse electron-demand cycloaddition of electron-deficient azides with aliphatic cyclooctynes. Nat. Cited by:

    Buncel E, M R Crampton, M J Strauss, et al Electron Deficient Aromatic- and Heteroaromatic-base Interactions (Elsevier, New York) p Google Scholar [21]. All functional groups contain a heteroatom, a bond or both, and these features create electron-deficient (or electrophilic) sites and electron-rich (or nucleophilic) sites in a molecule. Molecules react at these sites. 44 45 An electron-deficient carbon reacts with a nucleophile, symbolized as:Nu.

    Buncel E, Crampton M R, Strauss M J, Terrier F Electron Deficient Aromatic- and Heteroaromatic-Base Interactions. The Chemistry of Anionic Sigma Complexes (Amsterdam, Oxford, New York, Tokyo: Elsevier)Cited by: Electron deficiency is a term describing atom or molecules having fewer than the number of electrons required for maximum stability. At the atomic level, main group atoms having less than 8 electrons or transition metal atoms having less than 18 electrons are described as electron-deficient. At the molecular level, molecules which have an incompletely filled set of bonding molecular orbitals are considered to be electron-deficient.


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Electron deficient aromatic- and heteroaromatic-base interactions Download PDF EPUB FB2

Electron deficient aromatic- and heteroaromatic-base interactions: the chemistry of anionic sigma complexes. The selective oxidation of the perimeter of an extended polycyclic aromatic hydrocarbon (PAH), namely a six-fold tert-butylated tetrabenzo[bc,ef,hi,uv]ovalene, led to the formation of an α-diketone.

The newly installed carbonyl centers allowed this building block to be converted into the largest known heteroatom-containing PAHs (up to atoms in the aromatic core) by way of the quinoxaline Cited by: It is an area of continuous interest and basically relies on the comprehension of a great deal of noncovalent interactions described in the literature.

Among them, the anion–π interaction, i.e., the non-covalent force between an electron-deficient π-system and an anion, has increasingly been attracting attention since Author: A. Frontera, P. Ballester. Noncovalent Interactions in Organic Electronic Materials. , DOI: /B Yulan Chen, Tomasz Marszalek, Torsten Fritz, Martin Baumgarten, Manfred Wagner, Wojciech Pisula, Long Chen, Klaus Müllen.

Contorted polycyclic aromatic hydrocarbons with cove regions and zig-zag edges. by: 1. Introduction. Heterocyclic and polycyclic aromatic hydrocarbons play an important role in the photophysical, electronic and supramolecular properties [1,2].The stable nitrogen-containing polycyclic aromatic compounds exhibit excellent electronic properties at the molecular level and hence they can be useful in various organic electronic technologies [].Cited by: 2.

Heteroatoms are found in many noncovalent complexes which are of biological importance. The effect of heteroatoms on π−π interactions is assessed via highly accurate quantum chemical computations for the two simplest cases of interactions between aromatic molecules containing heteroatoms, namely, benzene−pyridine and pyridine by: In the case of the ammonium salt 4, water co-crystallisation seems to suppress effective anion-pi Electron deficient aromatic- and heteroaromatic-base interactions book of bromide with the electron-deficient aromatic system, whereas with salts 5 and 6.

Electron deficient - tends to gain negative charge as an electron accepting group or ring Electron rich - tends to gain positive charge as a donor group or ring The charge transfer need not be a full electron - it is almost always much less (e.g., a small fraction). The interactions of the electron-deficient aromatic rings and a series of anions were examined.

A good correlation between the Q zz of the π -acidic rings and the electrostatic contribution to the total interaction energy was observed, which confirms that the electrostatic attractive interaction of anions with aromatic compounds is due to the Cited by: Heteroaromatics.

Aromatic compounds which contain heteroatoms (e.g. O, N, S) as part of the cyclic conjugated π system are called heteroaromatics. The involvement of the heteroatom in the cyclic system requires that it provides a p-orbital to be part of the conjugated π system. The one step bridging of an aromatic ring to yield the bicyclo [] nonane skeleton was discovered 20 years ago.1 Since then meta-bridging reactions of trinitro-substituted electron deficient aromatics have been investigated by a number of researchers.2 Nevertheless, there has been no published x-ray confirmation of the bicyclic structures formed and the stereochemistry at several key centers (e.g., at Cited by: 1.

Read the latest articles of Journal of Organometallic Chemistry atElsevier’s leading platform of peer-reviewed scholarly literature Book review Full text access Electron deficient aromatic- and heteroaromatic-base interactions: By E. Buncel, M.R.

Crampton, M.J. Strauss, and F. Terrier, Elsevier, Amsterdam etc., A super-π-acidic nanosized polycyclic aromatic hydrocarbon with six imide groups at the corners was prepared from the pre-synthesized 7,8-dichlorobenzo[ghi]perylenetriimide through a combination reaction of Ullmann-type and C–H transformation, which exhibited enhanced anion–π interactions with Cited by: 7.

The electron deficiency arising from the presence of five or more heteroatoms means that electrophilic attack on fully aromatic rings is not an important reaction in any of the systems being dealt with here.

In the pyrimido[5,4-e]-1,2,4-triazine (7-azapteridine) series, however, peracid oxidation can lead to N-oxide fervenulin (), Hückel calculations suggest that the most.

The intermolecular interaction driven structural change is vital to molecular architecturing. In the Cambridge Structural Database (CSD), we find that the preference for geometrical conformations of electron-deficient π systems is different from those of electron-rich π systems. Indeed, ab initio calculations find that electron-deficient π ring systems should involve different structures Cited by: 1.

Author(s): Buncel,E Title(s): Electron deficient aromatic- and heteroaromatic-base interactions: the complete chemistry of anionic sigma complexes/ E. Buncel. Formally, aromatic-aromatic interactions are defined as pairs of interacting aromatic residues which satisfy the following criteria: (i) the centers of the aromatic rings of the two interacting residues are separated by a distance between Å to 7 Å, (ii) the dihedral angle must fall between 30° to 90° and (iii) free energies of formation Cited by: While the interaction of anions with electron-deficient aromatic rings has recently garnered much attention by supramolecular chemists, the observation of these interactions is not a recent discovery.

Anion–π interactions: must the aromatic ring be electron deficient. Carolina Garau, a David Quiñonero, a Antonio Frontera,* a Pablo Ballester, a Antonio Costa a and Pere M.

Deyà * a. The π-electron-rich pocket created by these residues is optimal for the stabilization of electron-deficient aromatic systems The bromine atom. This feature article summarizes our research aimed at using electron-deficient aromatic rings to bind anions in the context of complementary research in this active field.

Particular attention is paid to the different types of interactions exhibited between anions and electron-deficient arenes in solution. The + references cited in this article underscore the flurry of recent activity by.It is a topic of continuous interest that relies on the understanding of non‐covalent interactions.

Among the great deal of non‐covalent forces described in the literature, the anion–π interaction, that is, the non‐covalent force between an electron‐deficient aromatic system and an anion, has attracted increasing attention in the.In chemical bonding: Electron-deficient compounds.

Another type of exception to the Lewis approach to bonding is the existence of compounds that possess too few electrons for a Lewis structure to be written. Such compounds are called electron-deficient compounds. A prime example of an electron-deficient compound is diborane, B 2 H 6.

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