Synthesis of cyclopentadiene derivatives by retro-Diels-Alder reaction of norbornadiene derivatives

DALKILIC E., DAŞTAN A.

TETRAHEDRON, cilt.71, sa.13, ss.1966-1970, 2015 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 71 Sayı: 13
  • Basım Tarihi: 2015
  • Doi Numarası: 10.1016/j.tet.2015.02.023
  • Dergi Adı: TETRAHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1966-1970
  • Anahtar Kelimeler: Cyclopentadiene, Cyclopentadiene derivatives, retro-Diels-Alder, Tetrazine, Norbornadiene, SUBSTITUTED CYCLOPENTADIENES, TETRASUBSTITUTED CYCLOPENTADIENES, EFFICIENT SYNTHESIS, COMPLEXES, KETONES, ALKYNES, ZIRCONACYCLOPENTADIENES, DIENOPHILES, CYCLIZATION, GENERATION
  • Atatürk Üniversitesi Adresli: Evet

Özet

Synthesis of cyclopentadiene derivatives starting from norbornadiene was investigated using dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate. The products obtained were either cyclopentadienes or diazines depending on the substituents. The driving force for the formation of these products was discussed in terms of electronic effects. (C) 2015 Elsevier Ltd. All rights reserved.