Bromination of 1-Cyclopent-1-en-1-ylbenzene and 1-(5-Bromocyclopent-1-en-1-yl)benzene and Theoretical Investigation of the Products

Mustafa CEYLAN

Makale detayları

Bromination of 1-Cyclopent-1-en-1-ylbenzene and 1-(5-Bromocyclopent-1-en-1-yl)benzene and Theoretical Investigation of the Products

Yazarlar:

Mustafa CEYLAN

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2003 Vol.27 Issue 3, pp.287-294

Belge Tipi:

Makale

Yayın Tarihi:

2/2003

Belge Dili:

Türkçe

Document ID (Org No.):

2000729568

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527

Özet:

 

The bromination of 1-cyclopent-1-en-1-ylbenzene (4) in  different solvents and at different temperatures was accompanied by  the evolution of hydrogen bromide and yielded  1-(5-bromocyclopent-1-en-1-yl)benzene (8).  Further bromination of 8  gave exclusively 2R(S),5R(S)-1-(1,2,5-tribromocyclopentyl)benzene  (11).  The experimental results were compared with the theoretical  ones based on semi-empirical (MM+ and AM1), Hartree-Fock (HF) and  density functional theory (DFT).  The formation of 11 was explained by  the formation of a weakly bridged bromoniun ion of type 9.

 

The bromination of 1-cyclopent-1-en-1-ylbenzene (4) in  different solvents and at different temperatures was accompanied by  the evolution of hydrogen bromide and yielded  1-(5-bromocyclopent-1-en-1-yl)benzene (8).  Further bromination of 8  gave exclusively 2R(S),5R(S)-1-(1,2,5-tribromocyclopentyl)benzene  (11).  The experimental results were compared with the theoretical  ones based on semi-empirical (MM+ and AM1), Hartree-Fock (HF) and  density functional theory (DFT).  The formation of 11 was explained by  the formation of a weakly bridged bromoniun ion of type 9.

Makale detayları

Bromination of 1-Cyclopent-1-en-1-ylbenzene and 1-(5-Bromocyclopent-1-en-1-yl)benzene and Theoretical Investigation of the Products

Yazarlar: Mustafa CEYLAN

Yayıncı: TUBITAK

Dergi: Turkish Journal of Chemistry 2003 Vol.27 Issue 3, pp.287-294

Belge Tipi: Makale

Yayın Tarihi: 2/2003

Belge Dili: Türkçe

Document ID (Org No.): 2000729568

Sıklık: İki Aylık

eISSN: 1303-6130

pISSN: 1300-0527

Sayı

Yazarlar:

Mustafa CEYLAN

Yayıncı:

TUBITAK

Dergi:

Turkish Journal of Chemistry 2003 Vol.27 Issue 3, pp.287-294

Belge Tipi:

Makale

Yayın Tarihi:

2/2003

Belge Dili:

Türkçe

Document ID (Org No.):

2000729568

Sıklık:

İki Aylık

eISSN:

1303-6130

pISSN:

1300-0527