Synthesis of Dendritic, Non-Kekule-, and Nondisjoint-type Triphenylmethanes Terminated with Galvinoxyl Radicals

• Fukuzaki Eiji

  Department of Applied Chemistry, Waseda University

• Takahashi Naoki

  Department of Applied Chemistry, Waseda University

• Imai Shingo

  Department of Applied Chemistry, Waseda University

• Nishide Hiroyuki

  Department of Applied Chemistry, Waseda University

• Rajca Andrzej

  Department of Chemistry, University of Nebraska

Bibliographic Information

Other Title

• Synthesis of Dendritic, Non-Kekulé-, and Nondisjoint-type Triphenylmethanes Terminated with Galvinoxyl Radicals

Abstract

A series of triphenylmethanes terminated with (a) hydrogalvinoxyl(s), bis(4-tert-butylphenyl)-(4-hydrogalvinoxylphenyl)methoxymethane 1ad, tris(4-hydrogalvinoxylphenyl)methoxymethane 2ad, and tris{4-[bis(4-hydrogalvinoxylphenyl)methoxymethyl]phenyl}methoxymethane 3ad, were prepared and oxidized to the corresponding galvinoxyl radicals, 1af, 2af, and 3af, which have one, three, and six galvinoxyl radical(s), respectively. Chemical reduction of the galvinoxyl radicals with a Na/K alloy gave stable intermediates, i.e., the tetraanion, decaanion, and docosaanion. The tetraanion was oxidized with an equimolar amount of iodine at ca. 170 K to the galvinoxyl radical-combined triphenylmethyl radical 1cf. The ESR signal of the biradical at room temperature indicated an exchange interaction between the two radicals. The spectrum at 140 K had a zero-field splitting and ΔM_S=±2 transition signal at half-field, which are characteristic of a multiplet species.

Journal

• Polymer Journal

  Polymer Journal 37 (4), 284-293, 2005

  The Society of Polymer Science, Japan

Keywords

• Dendrimer
• Triphenylmethane
• Galvinoxyl Radical
• High-spin Molecule
• Non-Kekulé Structure

Details

• CRID: 1390001206289768832
• NII Article ID: 10015533014
• NII Book ID: AA00777013
• DOI: 10.1295/polymj.37.284
• ISSN: 13490540
• ISSN: 00323896
• NDL BIB ID: 7299056
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I7299056
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
• Abstract License Flag: Disallowed