In heteroaromatic compounds

Nucleophilic aromatic substitution of hydrogen in heteroaromatic compounds, reactivity and reaction mechanisms 94MI2. 

It should also be considered that in heteroaromatic compounds, and in particular in the presence of chelating groups12, there is a high tendency for the abstraction of vinylic protons before benzylic protons, for example13 ... 

In heteroaromatic compounds such as 110 atom can be part of the aromatic ring [252, 259- [258] (Scheme 1.48), the nitrogen 262]. The most significant examples... 

C Yamagami, M Yokota, N Takao. Hydrogen bond effects of ester and amide groups in heteroaromatic compounds on the relationship between the capacity factor and the octanol-water partition coefficients. J. Chromatogr. A 662 49-60 (1994). 

Basic Isotopic Exchange of Hydrogen in Heteroaromatic Compounds N. N. Zatsepina and I. F. Tupitsyn, Usp. Khim. Geterotsikl., 1976, 32-57. 

Some data for chemical shifts in heteroaromatic compounds are shown in Appendix 3, Table A3.15. 

Coordinated ligands, reactions of, 58, 123 Covalent hydration in heteroaromatic compounds, 4, 1, 43 in nitrogen heterocycles, 20, 117 Current views on some physicochemical aspects of purines, 24, 215 Cyclazines and related N-bridged annulenes, 22, 321... 

Radical substitution should therefore take place about equally easily in the heteroaromatic system and in the AH this appears to be the case.20 Nucleophilic substitution should take place more easily in heteroaromatic compounds containing atoms more electronegative than carbon (e.g., N), and most easily in positions where Nt is small and a f large the observed reactivities follow this pattern.14 Likewise electrophilic substitution should be hindered in such compounds and should take place preferentially... 

Vinylsilanes can function as a silylating reagents for C-H bonds in heteroaromatic compounds (Scheme 5) [12]. The reaction of furan 7 with vinylsilane 8 using Ru3(CO)12 as a catalyst affords the /1-silylation product in 98 % yield. This silylation can be applied only to heteroaromatic esters, ketones, and amides. For this reaction, RuHCl(CO)(PPh3)3 also has catalytic activity. 

Complex rationalizations have been offered for the shifts of carbon atoms in heteroaromatic compounds. 

The longest chapter of this volume, authored by Roger Gallo and Christian Roussel (France) and Ulf Berg (Sweden), gives a comprehensive account of the quantitative treatment of steric effects in heteroaromatic compounds—a subject that has been advanced significantly by these authors. Finally, V. N. Charushin and O. N. Chupakhin (USSR) and H. C. van der Plas (The Netherlands) review reactions of azines with bifunctional nucleophiles. 

Quantitative study of steric effects in heteroaromatic compounds 88AHC(43)173. 

Transition metal activated nucleophilic substitution in heteroaromatic compounds 90BSF401. 

A fundamental understanding of structure-reactivity and structure-energy correlations in heteroaromatic compounds is of central importance in chemistry and biochemistry. The classical approach to this subject normally... 

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