Çapraz bağlama reaksiyonu

Organik kimyadaki çapraz bağlama reaksiyonu, iki fragmanın bir metal katalizör yardımıyla birleştirildiği bir reaksiyondur.^[1]^[2]^[3] Çapraz bağlanma reaksiyonu, birleştirme reaksiyonlarının bir alt kümesidir. Genellikle arilasyonlarda kullanılır.

Richard F. Heck, Ei-ichi Negishi ve Akira Suzuki, paladyum katalizli çapraz bağlanma reaksiyonlarını geliştirdikleri için 2010 Nobel Kimya Ödülü'ne layık görüldüler.^[4]^[5]

Uygulamaları

Çapraz bağlanma reaksiyonları farmasötiklerin (örnek olarak montelukast, eletriptan, naproksen, vareniklin ve resveratrol) üretimi için önemlidir^[3]^[6] Bazı polimerler ve monomerler de bu şekilde hazırlanır.^[7]

Derleme makaleleri

Fortman (2011). "N-Heterocyclic carbene (NHC) ligands and palladium in homogeneous cross-coupling catalysis: a perfect union". Chemical Society Reviews (İngilizce). 40 (10): 5151-69. doi:10.1039/c1cs15088j. PMID 21731956.
Yin; Liebscher, Jürgen (2007). "Carbon−Carbon Coupling Reactions Catalyzed by Heterogeneous Palladium Catalysts". Chemical Reviews. 107 (1): 133-173. doi:10.1021/cr0505674. PMID 17212474.
Jana, Ranjan; Pathak, Tejas P.; Sigman, Matthew S. (2011). "Advances in Transition Metal (Pd,Ni,Fe)-Catalyzed Cross-Coupling Reactions Using Alkyl-organometallics as Reaction Partners". Chemical Reviews. 111 (3): 1417-1492. doi:10.1021/cr100327p. PMC 3075866 . PMID 21319862.
Molnár, Árpád (2011). "Efficient, Selective, and Recyclable Palladium Catalysts in Carbon−Carbon Coupling Reactions". Chemical Reviews. 111 (3): 2251-2320. doi:10.1021/cr100355b. PMID 21391571.
Miyaura, Norio.; Suzuki, Akira. (1995). "Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds". Chemical Reviews. 95 (7): 2457-2483. CiteSeerX 10.1.1.735.7660 . doi:10.1021/cr00039a007.
Roglans, Anna; Pla-Quintana, Anna; Moreno-Mañas, Marcial (2006). "Diazonium Salts as Substrates in Palladium-Catalyzed Cross-Coupling Reactions". Chemical Reviews. 106 (11): 4622-4643. doi:10.1021/cr0509861. PMID 17091930.

Kaynakça

^ Organic Synthesis using Transition Metals Rod Bates 978-1-84127-107-1
^ New Trends in Cross-Coupling: Theory and Applications Thomas Colacot (Editor) 2014 978-1-84973-896-5
^ ^a ^b "Palladium-Catalyzed Cross-Coupling Reactions in the Synthesis of Pharmaceuticals". Organometallics in Process Chemistry. Topics in Organometallic Chemistry. 6. Heidelberg: Springer. 2004. ss. 205-245. doi:10.1007/b94551. ISBN 978-3-540-01603-8.
^ "The Nobel Prize in Chemistry 2010 - Richard F. Heck, Ei-ichi Negishi, Akira Suzuki". NobelPrize.org. 6 Ekim 2010. 8 Mart 2010 tarihinde kaynağından arşivlendi. Erişim tarihi: 6 Ekim 2010.
^ Johansson Seechurn (2012). "Palladium-Catalyzed Cross-Coupling: A Historical Contextual Perspective to the 2010 Nobel Prize". Angewandte Chemie International Edition. 51 (21): 5062-5085. doi:10.1002/anie.201107017. PMID 22573393.
^ "Hydroformylation". Applied Homogeneous Catalysis with Organometallic Compounds. 2017. ss. 23-90. doi:10.1002/9783527651733.ch2. ISBN 9783527328970.
^ Hartwig, J. F. Organotransition Metal Chemistry, from Bonding to Catalysis; University Science Books: New York, 2010. 1-891389-53-X

[1] Organic Synthesis using Transition Metals Rod Bates 978-1-84127-107-1

[2] New Trends in Cross-Coupling: Theory and Applications Thomas Colacot (Editor) 2014 978-1-84973-896-5

[Pharma-3] "Palladium-Catalyzed Cross-Coupling Reactions in the Synthesis of Pharmaceuticals". Organometallics in Process Chemistry. Topics in Organometallic Chemistry. 6. Heidelberg: Springer. 2004. ss. 205-245. doi:10.1007/b94551. ISBN 978-3-540-01603-8.

[4] "The Nobel Prize in Chemistry 2010 - Richard F. Heck, Ei-ichi Negishi, Akira Suzuki". NobelPrize.org. 6 Ekim 2010. 8 Mart 2010 tarihinde kaynağından arşivlendi. Erişim tarihi: 6 Ekim 2010.

[5] Johansson Seechurn (2012). "Palladium-Catalyzed Cross-Coupling: A Historical Contextual Perspective to the 2010 Nobel Prize". Angewandte Chemie International Edition. 51 (21): 5062-5085. doi:10.1002/anie.201107017. PMID 22573393.

[6] "Hydroformylation". Applied Homogeneous Catalysis with Organometallic Compounds. 2017. ss. 23-90. doi:10.1002/9783527651733.ch2. ISBN 9783527328970.

[JFH-7] Hartwig, J. F. Organotransition Metal Chemistry, from Bonding to Catalysis; University Science Books: New York, 2010. 1-891389-53-X

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