Rh2(OAc)4-Catalyzed Reactions of α,β-Conjugated Enon Compounds with 2-Diazo-5,5-Dimethyl-1,3-Cyclohexandione

Füsun Şeyma Güngör; Ayşe Özdemir

Article Details

Rh2(OAc)4-Catalyzed Reactions of α,β-Conjugated Enon Compounds with 2-Diazo-5,5-Dimethyl-1,3-Cyclohexandione

Authors:

Füsun Şeyma Güngör | Ayşe Özdemir

Publisher:

Giresun University

Main Topics:

Fiziksel Kimya (Diğer)

Journal:

Karadeniz Fen Bilimleri Dergisi Vol.14 Issue 1, pp.249-261

Document Type:

Article

Publication Date:

3/2024

Document Language:

Turkish

Document ID (Org No.):

2001313215

pISSN:

2564-7377

Keywords:

Abstract:

 Reactions of α,β-conjugated enone compounds, and 2-diazo-5,5-dimethyl-1,3-hexanedione were carried out under the dirhodium tetraacetate Rh2OAc4 catalyst. The structures of the obtained products were characterized by FT-IR, GC-MS, 1H NMR, and 13C NMR methods. 6,6-Dimethyl-3,5,6,7-tetrahydro-4H-spirobenzofuran-2,2-bicyclo2.2.1heptane-3,4-dione was obtained from the reaction of 3-methylidene-bicyclo2.2.1heptan-2-one, the first α,β-conjugated enone compound used in the study, as a single product. The second α,β-conjugated enone compound, 1-morpholinoprop-2-en-1-one, did not react with Rh-carbene, and only the carbene dimer was obtained from this reaction.

 Reactions of α,β-conjugated enone compounds, and 2-diazo-5,5-dimethyl-1,3-hexanedione were carried out under the dirhodium tetraacetate Rh2OAc4 catalyst. The structures of the obtained products were characterized by FT-IR, GC-MS, 1H NMR, and 13C NMR methods. 6,6-Dimethyl-3,5,6,7-tetrahydro-4H-spirobenzofuran-2,2-bicyclo2.2.1heptane-3,4-dione was obtained from the reaction of 3-methylidene-bicyclo2.2.1heptan-2-one, the first α,β-conjugated enone compound used in the study, as a single product. The second α,β-conjugated enone compound, 1-morpholinoprop-2-en-1-one, did not react with Rh-carbene, and only the carbene dimer was obtained from this reaction.

 Reactions of α,β-conjugated enone compounds, and 2-diazo-5,5-dimethyl-1,3-hexanedione were carried out under the dirhodium tetraacetate Rh2OAc4 catalyst. The structures of the obtained products were characterized by FT-IR, GC-MS, 1H NMR, and 13C NMR methods. 6,6-Dimethyl-3,5,6,7-tetrahydro-4H-spirobenzofuran-2,2-bicyclo2.2.1heptane-3,4-dione was obtained from the reaction of 3-methylidene-bicyclo2.2.1heptan-2-one, the first α,β-conjugated enone compound used in the study, as a single product. The second α,β-conjugated enone compound, 1-morpholinoprop-2-en-1-one, did not react with Rh-carbene, and only the carbene dimer was obtained from this reaction.

 α,β-Konjuge enon bileşikleri ile 2-diazo-5,5-dimetil-1,3-heksandionun dirodyum tetraasetat Rh2OAc4 katalizörlüğünde tepkimeleri gerçekleştirilmiştir. Elde edilen ürünlerin yapıları FT-IR, GC-MS ve 1H NMR ve 13C NMR yöntemleri ile karakterize edilmiştir. Çalışmada kullanılan ilk α,β-konjuge enon bileşiği olan 3-metiliden-bisiklo2.2.1heptan-2-onun tepkimesinden 6,6-dimetil-3,5,6,7-tetrahidro-4H-spirobenzofuran-2,2-bisiklo2.2.1heptan-3,4-dion bileşiği tek ürün olarak elde edilmiştir. İkinci α,β-konjuge enon bileşiği olan 1-morfolinoprop-2-en-1-on Rh-karbeni ile tepkime vermemiş olup bu tepkimeden sadece karben dimeri elde edilmiştir.

Article Details

Rh2(OAc)4-Catalyzed Reactions of α,β-Conjugated Enon Compounds with 2-Diazo-5,5-Dimethyl-1,3-Cyclohexandione

Authors:

Füsun Şeyma Güngör | Ayşe Özdemir

Publisher:

Giresun University

Main Topics:

Fiziksel Kimya (Diğer)

Journal:

Karadeniz Fen Bilimleri Dergisi Vol.14 Issue 1, pp.249-261

Document Type:

Article

Publication Date:

3/2024

Document Language:

Turkish

Document ID (Org No.):

2001313215

pISSN:

2564-7377

Diazodicarbonyl

Conjuge Enone

Dihydrofuran

Rh2(OAc)4Diazodikarbonil

Konjuge Enon

Dihidrofuran

Rh2(OAc)4

Issues

Article Details

Authors: Füsun Şeyma Güngör | Ayşe Özdemir

Publisher: Giresun University

Main Topics: Fiziksel Kimya (Diğer)

Journal: Karadeniz Fen Bilimleri Dergisi Vol.14 Issue 1, pp.249-261

Document Type: Article

Publication Date: 3/2024

Document Language: Turkish

Document ID (Org No.): 2001313215

pISSN: 2564-7377

Issues

Authors:

Füsun Şeyma Güngör | Ayşe Özdemir

Publisher:

Giresun University

Main Topics:

Fiziksel Kimya (Diğer)

Journal:

Karadeniz Fen Bilimleri Dergisi Vol.14 Issue 1, pp.249-261

Document Type:

Article

Publication Date:

3/2024

Document Language:

Turkish

Document ID (Org No.):

2001313215

pISSN:

2564-7377