Acyclic and cyclic di- and tri(4-oxyphenyl-1,2-phenyleneethynylene)s

Their synthesis and ferromagnetic spin interaction

Hiroyuki Nishide, Masahiro Takahashi, Junichi Takashima, Yong Jin Pu, Eishun Tsuchida

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

A new set of π-conjugated and alternant but non-Kekule-type di- and tri(1,2-phenyleneethynylene)s pendantly substituted with phenoxyl radicals at the 4 positions (1a, 2a, and 3a) was synthesized. The synthesis of these acyclic and cyclic compounds was achieved through the head-to-tail coupling of 2-bromo(or -iodo)-4-[3',5'-di-tert-butyl-4'-trimethylsiloxyl(or - hydroxy)phenyl]-1-ethynylbenzenes. The di- and triphenoxyl compounds (1a, and 2a and 3a) were triplet and quartet at the ground state, respectively, which was ascribed to a ferromagnetic coupling effect of the diphenyl ethynylene bridge for the pendant phenoxyls' spins. The cyclic π-conjugation in 3a exhibited a stronger effect on the spin alignment.

Original languageEnglish
Pages (from-to)7375-7380
Number of pages6
JournalJournal of Organic Chemistry
Volume64
Issue number20
DOIs
Publication statusPublished - 1999 Oct 1

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Ground state
diphenyl
phenoxy radical
phenyleneethynylene
phenylacetylene

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Acyclic and cyclic di- and tri(4-oxyphenyl-1,2-phenyleneethynylene)s : Their synthesis and ferromagnetic spin interaction. / Nishide, Hiroyuki; Takahashi, Masahiro; Takashima, Junichi; Pu, Yong Jin; Tsuchida, Eishun.

In: Journal of Organic Chemistry, Vol. 64, No. 20, 01.10.1999, p. 7375-7380.

Research output: Contribution to journalArticle

Nishide, Hiroyuki ; Takahashi, Masahiro ; Takashima, Junichi ; Pu, Yong Jin ; Tsuchida, Eishun. / Acyclic and cyclic di- and tri(4-oxyphenyl-1,2-phenyleneethynylene)s : Their synthesis and ferromagnetic spin interaction. In: Journal of Organic Chemistry. 1999 ; Vol. 64, No. 20. pp. 7375-7380.
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