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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
A spiro-linked pyrene-naphthoquinone
J A Potenza1, T J Emge, J Albaneze
1Department of Chemistry, Rutgers - The State University of New Jersey, Piscataway, New Jersey 08854-8087, USA. potenza@rutchem.rutgers.edu
Abstract:
The title molecule, 2'-pyrenylspiro[2, 3-dihydro-1H-cyclopenta[b]naphthalene-2,5'-1',3'-dioxane]-4,9-dione, C(32)H(22)O(4), contains an electron-donating pyrene group spiro-linked to an electron-accepting naphthoquinone. The molecules are V-shaped in profile and stack to form columns along b with alternating, approximately coplanar, pyrene and naphthoquinone fragments. Intermolecular contacts within a column are consistent with some degree of pi contact and possible long-range delocalization. Individual columns form a herringbone pattern when the crystal is viewed along b.
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