Synthesis of three new donor- acceptor [4] dendralenes

Mir Munsif Ali M.M.A. Talpur, Tajnees T. Pirzada, Peter J. P.J. Skabara, Tom D J T.D.J. Westgate, Mohammad Raza M.R. Shah

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Three new donor - acceptor [4] dendralene compounds have been synthesized. Wittig reaction was used for the preparation of first two compounds and third one by Knoevehagel condensation. Their mass was calculated by APCI mass spectra which are in good agreement with theoretical data. UV-Vis data indicate the cross- conjugation in these systems due to the push-pull intra molecular charge transfer (CIT) sequence from electron donor to acceptor group. The 1H-NMR signals appear in aromatic region confirming the formation of trans (having π- structures) isomers rather than cis may be due to the exposure of the compounds to ambient light. The dominating roll of electron acceptor nitro, methoxy and cyno benzene groups in conjugation is clearly shown. The 13CNMR spectra which also supported the above analytical data and the number of carbons atoms obtained representing well the structures established.
LanguageEnglish
Pages1219-1225
Number of pages7
JournalJournal of the Chemical Society of Pakistan
Volume35
Issue number4
Publication statusPublished - 1 Aug 2013

Fingerprint

Electrons
Benzene
Isomers
Charge transfer
Condensation
Carbon
Nuclear magnetic resonance
Atoms
3,4,5-trimethylenehepta-1,6-diene

Keywords

  • cross-conjugation
  • dendralene
  • knoevehagel condensation
  • UV-Vis
  • Wittig reaction

Cite this

Talpur, M. M. A. M. M. A., Pirzada, T. T., Skabara, P. J. P. J., Westgate, T. D. J. T. D. J., & Shah, M. R. M. R. (2013). Synthesis of three new donor- acceptor [4] dendralenes. Journal of the Chemical Society of Pakistan, 35(4), 1219-1225.
Talpur, Mir Munsif Ali M.M.A. ; Pirzada, Tajnees T. ; Skabara, Peter J. P.J. ; Westgate, Tom D J T.D.J. ; Shah, Mohammad Raza M.R. / Synthesis of three new donor- acceptor [4] dendralenes. In: Journal of the Chemical Society of Pakistan. 2013 ; Vol. 35, No. 4. pp. 1219-1225.
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Talpur, MMAMMA, Pirzada, TT, Skabara, PJPJ, Westgate, TDJTDJ & Shah, MRMR 2013, 'Synthesis of three new donor- acceptor [4] dendralenes' Journal of the Chemical Society of Pakistan, vol. 35, no. 4, pp. 1219-1225.

Synthesis of three new donor- acceptor [4] dendralenes. / Talpur, Mir Munsif Ali M.M.A.; Pirzada, Tajnees T.; Skabara, Peter J. P.J.; Westgate, Tom D J T.D.J.; Shah, Mohammad Raza M.R.

In: Journal of the Chemical Society of Pakistan, Vol. 35, No. 4, 01.08.2013, p. 1219-1225.

Research output: Contribution to journalArticle

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AU - Pirzada, Tajnees T.

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Talpur MMAMMA, Pirzada TT, Skabara PJPJ, Westgate TDJTDJ, Shah MRMR. Synthesis of three new donor- acceptor [4] dendralenes. Journal of the Chemical Society of Pakistan. 2013 Aug 1;35(4):1219-1225.