Aromaticity and antiaromaticity : concepts and applications / / Miquel Solà [and three others]

• Autore: Solà Miquel
• Pubblicazione: Hoboken, New Jersey : , : John Wiley & Sons, , [2023]; ©2023
• Descrizione fisica: 1 online resource (323 pages)
• Disciplina: 547.6
• Soggetto topico: Aromaticity (Chemistry); Aromatitzants; Compostos aromàtics
• Soggetto genere / forma: Llibres electrònics
• Nota di bibliografia: Includes bibliographical references and index.
• Nota di contenuto: Cover -- Title Page -- Copyright -- Contents -- Foreword -- Preface -- List of Abbreviations -- Chapter 1 Historical Overview -- Chapter 2 Simple Electron Counting Rules -- 2.1 Introduction -- 2.2 Hückel's 4n + 2 Rule -- 2.3 Baird's 4n π‐Electron Rule for the Lowest‐Lying Triplet Excited State -- 2.4 Soncini and Fowler's Rule -- 2.5 Möbius' 4n π‐Electron Rule -- 2.6 The Linking Number Rule -- 2.7 Platt's Ring Perimeter Model -- 2.8 Clar's π‐Sextet Rule -- 2.8.1 Glidewell and Lloyd's Rule -- 2.8.2 The Y‐Rule -- 2.9 Hirsch's 2(n + 1)2 Rule -- 2.10 The 2n2 + 2n + 1 (S & -- equals -- n + ½) Rule -- 2.11 Wade-Mingos' 2n + 2 Rule -- 2.11.1 Jemmis' mno Rule -- 2.11.2 Equivalence between Hückel's and Wade-Mingos' Rules -- 2.12 Other Rules -- References -- Chapter 3 Aromaticity from Organic to Inorganic Compounds -- 3.1 Introduction -- 3.2 π‐Aromatic Inorganic Species -- 3.3 Aromaticity in Main Group Metal Compounds -- 3.4 Aromaticity in Transition Metal Compounds -- 3.5 Conclusions -- References -- Chapter 4 Stability and Reactivity in Aromatic Compounds -- 4.1 Introduction -- 4.2 Aromaticity and Thermodynamic Stability -- 4.3 Aromaticity and Kinetic Stability -- 4.3.1 Acenes -- 4.3.2 Pericyclic Reactions -- 4.3.2.1 Diels-Alder Cycloadditions -- 4.3.2.2 [2+2+2] Cycloadditions -- 4.3.2.3 [1,7]‐Sigmatropic Migrations -- 4.3.2.4 Fullerene Additions -- References -- Chapter 5 Descriptors of Aromaticity: Geometric Criteria -- 5.1 Introduction -- 5.2 Geometry‐Based Estimation of the Molecular Energy -- 5.3 Bond Length Alternation as a Basis for Defining Aromaticity Indices -- 5.3.1 The Julg Aromaticity Index AJ -- 5.3.2 The Harmonic Oscillator Model of Aromaticity, HOMA (1972 and 1993) -- 5.4 Separation of HOMA into Two Components EN and GEO (1996) -- 5.5 Harmonic Oscillator Model of Electron Delocalization, HOMED (2007). ; 5.6 Harmonic Oscillator Model for Heterocycles with π Electron and/or n‐Electron Delocalization: The HOMHED Index (2012) -- 5.7 Applications of the Bond Orders for Estimating Aromaticity -- 5.8 Bird's Aromaticity Indices I5 and I6 (1985) -- 5.9 Pozharskii Criterion of Aromaticity, ΔN‾ (1985) and Bond Alternation Coefficient, BAC (1995) -- 5.10 Applications -- 5.11 Impact of the Electric Field on Aromaticity -- 5.12 Stacking Interactions versus H‐Bonding in Nucleobases -- 5.13 Showing the Interaction Path for Substituent Effects -- 5.14 Applications in the Field of Quasiaromatic Systems -- 5.15 Extension of HOMA to Noncyclic and Non‐π‐electron Systems -- 5.16 Conclusions -- References -- Chapter 6 Descriptors of Aromaticity: Energetic Criteria -- 6.1 Introduction -- 6.2 Thermochemical Approaches -- 6.3 Energetic Approaches Based on Molecular Geometry -- 6.4 Theoretical Approaches -- References -- Chapter 7 Descriptors of Aromaticity: Magnetic Criteria -- 7.1 Introduction -- 7.2 NMR Chemical Shifts -- 7.3 Nucleus Independent Chemical Shifts -- 7.4 Magnetically Induced Current Densities -- 7.5 Anisotropy of the Induced Current Density Tensor -- References -- Chapter 8 Descriptors of Aromaticity: Electronic Criteria -- 8.1 Introduction -- 8.2 Density Functions -- 8.3 Measures of Electron Delocalization -- 8.3.1 The Electron Sharing Indices (ESI) -- 8.3.2 The Electron Localization Function (ELF) -- 8.4 Electronic Descriptors of Aromaticity -- References -- Chapter 9 Heteroaromaticity -- 9.1 Introduction -- 9.2 Six‐Membered Organic and Inorganic Heterocycles -- 9.3 Polycyclic Heteroaromatic Hydrocarbons -- 9.4 Five‐Membered Organic Heterocycles -- 9.5 Aromaticity of Nucleic Bases -- References -- Chapter 10 Möbius Aromaticity -- 10.1 Introduction -- 10.2 Metallacyclic Möbius Aromatic Species -- 10.3 Macrocyclic Möbius Aromaticity -- References. ; Chapter 11 σ‐, π‐, δ‐, and φ‐Aromaticity -- 11.1 Introduction -- 11.2 σ‐Aromatic and σ‐Antiaromatic Species -- 11.2.1 σ‐Aromatic Species -- 11.2.2 σ‐Antiaromatic Species -- 11.3 σ‐, π‐Doubly Aromatic, and σ‐, π‐Doubly Antiaromatic Species and Species with σ‐, π‐Conflicting Aromaticity -- 11.3.1 σ‐, π‐Doubly Aromatic Species -- 11.3.2 σ‐, π‐Doubly Antiaromatic Species -- 11.3.3 Species with σ‐Antiaromaticity and π‐Aromaticity -- 11.3.4 Species with σ‐Aromaticity and π‐Antiaromaticity -- 11.4 δ‐Aromaticity -- 11.5 ϕ‐Aromaticity -- 11.6 Conclusions -- References -- Chapter 12 The Distortivity of π‐Electrons -- 12.1 Introduction -- 12.2 The Kekulean Distortion -- 12.3 Frequencies of the Kekulé Vibrational Mode in Benzene -- 12.4 Changes in Aromaticity in the Kekulean Distortion -- 12.5 The Maximum Hardness and Minimum Polarizability Principles -- 12.6 The Distortive Nature of π‐Electrons -- 12.7 Conclusions -- References -- Chapter 13 Three‐Dimensional Aromaticity -- 13.1 Introduction -- 13.2 Spherical Aromaticity -- 13.2.1 Aromaticity on the Surface of the Sphere -- 13.2.2 Aromaticity Inside the Sphere -- 13.2.2.1 Closo Boranes -- 13.2.2.2 Jellium Cluster Model -- 13.3 Octahedral Aromaticity -- 13.4 Cubic Aromaticity -- 13.5 Tetrahedral Aromaticity -- 13.6 Cylindrical Aromaticity -- References -- Chapter 14 Excited State Aromaticity -- 14.1 Introduction -- 14.2 Theoretical and Experimental Studies of Excited State Aromaticity -- 14.2.1 Theoretical and Computational Studies -- 14.2.2 Experimental Studies -- 14.3 Influence of Aromaticity in the Excited State Properties -- 14.3.1 Molecular Dipole Moments -- 14.3.2 Singlet‐Triplet Energy Gaps -- 14.3.3 Photoacidity -- 14.4 Influence of Aromaticity in the Excited State Reactivity -- 14.4.1 Photoisomerizations -- 14.4.2 Excited State Intramolecular Proton Transfer. ; 14.4.3 Photochemical Formation of Ortho‐Xylylenes -- 14.4.4 Photochemical Pericyclic Reactions -- References -- Index -- EULA.
• Titolo autorizzato: Aromaticity and antiaromaticity
• ISBN: 1-119-08590-X; 1-119-08592-6
• Formato: Materiale a stampa
• Livello bibliografico: Monografia
• Lingua di pubblicazione: Inglese
• Record Nr.: 9910830205903321
• Lo trovi qui: Univ. Federico II