Functionalization of saturated hydrocarbons. High temperature bromination of octahydropentalene. Part 19
TETRAHEDRON, cilt.61, sa.47, ss.11177-11183, 2005 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 61 Sayı: 47
- Basım Tarihi: 2005
- Doi Numarası: 10.1016/j.tet.2005.09.019
- Dergi Adı: TETRAHEDRON
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.11177-11183
- Anahtar Kelimeler: bromination, hydrocarbons, pentalene, substitution, FLAME-RETARDANT, DERIVATIVES, BENZONORBORNADIENE, 1,5-CYCLOOCTADIENE
- Orta Doğu Teknik Üniversitesi Adresli: Hayır
Özet
The synthesis and thermal bromination of octahydropentalene was studied. The reaction afforded 1a,3a,4b,6b-tetrabromo-1,2,3, 4,5,6-hexahydropentalene (14) with remarkable regio- and stereospecificity. The structure of the product was determined by H-1 and C-13 NMR data and single X-ray structural analysis. The treatment of octahydropentalene with tenfold bromine gave the octabromopentalene derivative. The formation mechanism of the products is discussed. (c) 2005 Elsevier Ltd. All rights reserved.