Imidazolin-2-iminato Ligand-Supported Titanium Complexes as Catalysts for the Synthesis of Urea Derivatives

Inorganic Chemistry
Kishor NaktodeTarun K Panda

Abstract

The reactions of tetrakis(dimethylamido)titanium(IV) [Ti(NMe2)4] with three different imidazolin-2-imines (Im(R)NH; R = tert-butyl (tBu), mesityl (Mes), and 2,6-diisopropylphenyl (Dipp)) afforded the corresponding titanium imidazolin-2-iminato complexes [(Im(R)N)Ti(NMe2)3] (R = tBu, 1a; R = Mes, 1b; R = Dipp, 1c). Treatment of complex 1a with two different carbodiimides [R'N═C═NR'; R' = cyclohexyl (Cy) and isopropyl (iPr)] resulted in the formation of imidazolin-2-iminato titanium mono(guanidinate) complex of the type [(Im(R)N)Ti(R'NC(NMe2)NR') (NMe2)2 (R' = iPr; R = tBu (2a), R = Dipp (2c); R' = Cy, R = tBu (3a)], as yellow solid in 94% yield. However, a similar reaction of 1b and 1c with 2 equiv of phenyl isocyanates at ambient temperature resulted in the formation of corresponding titanium bis(ureate) complexes [(Im(R)N)Ti{κ(2)-OC(NMe2)NPh}2(NMe2)] (R = Mes, 4b and R = Dipp, 4c). Three equivalents of phenyl isothiocyanate reacted with complex 1c to afford respective titanium tris(thioureate) complex [(Im(Dipp)N)Ti{κ(2)-SC(NMe2)NPh}2{κ(1)-SC(NMe2)NPh}] (6c). The molecular structures of 1a-c, 2a, 2c, 3a, 4c, and 6c were established by X-ray diffraction analyses, and, from the solid-state structures of 1a-c, 2a, 2c, 3a, 4c, and...Continue Reading

References

Oct 1, 1996·Natural Product Reports·R G Berlinck
Oct 31, 2002·Angewandte Chemie·Markus Nobis, Birgit Driessen-Hölscher
Nov 15, 2002·Natural Product Reports·Roberto G S Berlinck
Apr 10, 2003·Chemical Society Reviews·Frauke Pohlki, Sven Doye
May 8, 2003·Journal of the American Chemical Society·Masaru UtsunomiyaJohn F Hartwig
Jun 24, 2003·Angewandte Chemie·Peter W Roesky, Thomas E Müller
Jul 3, 2003·Journal of the American Chemical Society·Tiow-Gan OngDarrin S Richeson
Nov 20, 2003·Journal of the American Chemical Society·Masaru Utsunomiya, John F Hartwig
Nov 25, 2003·The Journal of Organic Chemistry·Lavinia MarinescuMikael Bols
Mar 11, 2004·Chemical Communications : Chem Comm·Denis V Gribkov, Kai C Hultzsch
Mar 27, 2004·Chemical Communications : Chem Comm·Matthias TammEberhardt Herdtweck
Sep 24, 2004·Accounts of Chemical Research·Sukwon Hong, Tobin J Marks
Jan 27, 2005·Journal of the American Chemical Society·Christopher F Bender, Ross A Widenhoefer
Feb 17, 2005·Journal of the American Chemical Society·Mark R CrimminMichael S Hill
Mar 15, 2005·Inorganic Chemistry·Christopher N RowleySeán T Barry
Apr 12, 2005·Angewandte Chemie·Andreas HeutlingSven Doye
Aug 13, 2005·Angewandte Chemie·Ludwig T KasparLutz Ackermann
Dec 1, 2005·Journal of the American Chemical Society·Wen-Xiong ZhangZhaomin Hou
Jan 6, 2006·Dalton Transactions : an International Journal of Inorganic Chemistry·Matthias TammBernhard Rieger
Feb 3, 2006·Angewandte Chemie·Chad Brouwer, Chuan He
Feb 14, 2006·Dalton Transactions : an International Journal of Inorganic Chemistry·Martyn P Coles
Feb 16, 2006·Angewandte Chemie·Xiaoqing Han, Ross A Widenhoefer
Mar 16, 2006·Journal of the American Chemical Society·Denis V GribkovFrank Hampel
May 4, 2006·Journal of the American Chemical Society·Akihiro Takemiya, John F Hartwig
May 24, 2006·Chemical Communications : Chem Comm·Patricia Horrillo MartínezFrank Hampel
Jun 2, 2006·Organic Letters·Jonathan A FritzJohn P Wolfe
Jul 14, 2006·Organic Letters·Mark McLaughlinIan W Davies
Jul 28, 2006·Organic Letters·Ji-Eun KangSeunghoon Shin
Aug 10, 2006·Chemical Communications : Chem Comm·Maximilian DochnahlPeter W Roesky
Oct 10, 2006·Angewandte Chemie·Mark C WoodLaurel L Schafer
Jan 26, 2007·Organic & Biomolecular Chemistry·Matthias TammJörg Grunenberg
Mar 16, 2007·Organic Letters·Chong Han, John A Porco

❮ Previous
Next ❯

Citations

Oct 25, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·Jayeeta BhattacharjeeTarun K Panda
Apr 14, 2018·Organic & Biomolecular Chemistry·Ranajit DasGouriprasanna Roy
Mar 8, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Marius PetersMatthias Tamm

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.