Английская Википедия:Dipolar compound
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In organic chemistry, a dipolar compound or simply dipole is an electrically neutral molecule carrying a positive and a negative charge in at least one canonical description. In most dipolar compounds the charges are delocalized.[1] Unlike salts, dipolar compounds have charges on separate atoms, not on positive and negative ions that make up the compound. Dipolar compounds exhibit a dipole moment.
Dipolar compounds can be represented by a resonance structure. Contributing structures containing charged atoms are denoted as zwitterions. [2] [3] [4] [5] [6] Some dipolar compounds can have an uncharged canonical form.
Types of dipolar compounds
- 1,2-dipolar compounds have the opposite charges on adjacent atoms.
- 1,3-dipolar compounds have the charges separated over three atoms.[1] They are reactants in 1,3-dipolar cycloadditions.
- Also 1,4-dipolars,[4] 1,5-dipolars, and so on exist.
Examples
See also
References
- ↑ 1,0 1,1 Шаблон:GoldBookRef
- ↑ Braida et al.: A clear correlation between the diradical character of 1,3-dipoles and their reactivity toward ethylene or acetylene.; J. Am. Chem. Soc.; 2010 Jun 9;132(22):7631-7
- ↑ Hartmann and Heuschmann: Isolation of a Zwitterion in a Diels–Alder Reaction with Inverse Electron Demand; Angewandte Chemie; september 1989; Volume 28, Issue 9, pages 1267–1268
- ↑ 4,0 4,1 Шаблон:Cite journal
- ↑ Preferred IUPAC Names: "CHAPTER 7: RADICALS, IONS, AND RELATED SPECIES", September 2004, pp. 56-70
- ↑ Rolf Huisgen (IUPAC): Cycloaddition mechanism and the solvent dependence of rate; Pure Appl. Chem.; 1980, Vol.52, pp.2283—2302.