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Updated: Jun 4, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Naphthalene and related systems peri-substituted by Group 15 and 16 elements
Petr Kilian1, Fergus R Knight, J Derek Woollins
1School of Chemistry, EastCHEM, University of St Andrews, St Andrews, Fife KY16 9ST, UK. pk7@st-andrews.ac.uk
Abstract:
Synthetic and bonding aspects of heavier Group 15 (P, As, Sb, Bi) and 16 (S, Se, Te) peri-substituted naphthalenes, are discussed in this review. An important and unifying feature of the chemistry of these systems is the lively discussion about the nature of the interaction between peri-atoms. Are atoms bonded when they are closer than the sum of their van der Waals radii? Is there any (weak) bonding, or just a strained repulsive interaction? Positioning atoms of Group 15 and 16 at the naphthalene 1,8-positions provides leading systems with which to study these bonding issues.
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