Characterization of 9-(p-Substituted Benzylidenehydrazono)fluorenes

• Masahiro Minabe

• Yutaka Takabayashi

• Yuji Setta

Bibliographic Information

Other Title

• Characterization of 9 p Substituted Ben

Abstract

The title azine was obtained by a reaction of the corresponding fluorenone hydrazone and p-substituted benzaldehyde. The hydrazone formed from the unsymmetrical fluorenone afforded configurational isomers; the E-isomer was thermodynamically more stable than the Z-isomer. The structure of the title azines, derived from symmetrical fluorenone, was assigned to be (s-trans/E) form. The azines from unsymmetrical fluorenone gave isomeric mixtures due to the 9-iminofluorene moiety. The electronic spectra of these azines show an intramolecular charge transfer; the red shift beyond 250 nm is observed in the case of 9-[p-(diethylamino)benzylidenehydrazono]-2,4,7-trinitrofluorene, compared to the mother azine. 9-[p-(Pentyloxy)benzylidenehydrazono]-2,7-dinitrofluorene and some of the homologs possess a liquid-crystalline property; the phase-transition temperature of the dinitro compound is K (172 °C) M1 (185) M2 (187) I between the crystalline and liquid phases.

Journal

• Bulletin of the Chemical Society of Japan

  Bulletin of the Chemical Society of Japan 69 (12), 3633-3638, 1996-12

  Tokyo : Chemical Society of Japan

Keywords

• General Chemistry

Details

• CRID: 1523106605804292352
• NII Article ID: 10008912523
• NII Book ID: AA00580132
• ISSN: 00092673
• ISSN: 13480634
• DOI: 10.1246/bcsj.69.3633
• NDL BIB ID: 4098911
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I4098911
• Web Site: https://academic.oup.com/bcsj/article-pdf/69/12/3633/56193217/bcsj.69.3633.pdf
• Text Lang: en
• NDL Source Classification:
  • ZP1(科学技術--化学・化学工業)
• Data Source:
  • NDL
  • Crossref
  • CiNii Articles