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heteroconjugation

  1. [obsolete]Association between a base and the conjugate acid of a different base through a hydrogen bond (B' ... HB+ or A'H ... A). The term has its origin in the conjugate acid–base pair and is in no way related to conjugation of orbitals Heteroassociation is a more appropriate term.
  2. [obsolete] Some authors refer to conjugated systems containing a heteroatom, e.g. pyridine, as 'heteroconjugated systems'. This usage is discouraged since it inappropriately suggests an analogy to homoconjugation, and conflicts with the currently accepted definition of that term.
Source:
PAC, 1994, 66, 1077 (Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)) on page 1120
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IUPAC. Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997). XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic, J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8. https://doi.org/10.1351/goldbook.
Last update: 2014-02-24; version: 2.3.3.
DOI of this term: https://doi.org/10.1351/goldbook.H02796.
Original PDF version: http://www.iupac.org/goldbook/H02796.pdf. The PDF version is out of date and is provided for reference purposes only. For some entries, the PDF version may be unavailable.
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