Functionalization of Aromatic Azo Compounds by the Cobalt‐Catalyzed, Regioselective Double Addition of Tolane: 2,6‐Distilbenylazobenzenes and 2,3‐Dihydrocinnolines

Halbritter, Günther; Knoch, Falk; Wolski, Alexander; Kisch, Horst

doi:10.1002/anie.199416031

Cited by 96 publications

(57 citation statements)

References 18 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Subsequently, the field lay dormant for a while until four decades later the group of Kisch reported the hydroarylation of tolane with azobenzenes using [CoH(N 2 )(PPh 3 ) 3 ] or [CoH 3 (PPh 3 ) 3 ] as catalysts . In subsequent years, additional examples were published but still not on a regular basis.…”

Section: Cobalt‐catalyzed C−h Functionalization Reactionsmentioning

confidence: 99%

Direct Functionalization of C−H Bonds by Iron, Nickel, and Cobalt Catalysis

Pototschnig

Maulide

Schnürch

2017

Chemistry A European J

184

View full text Add to dashboard Cite

Non-precious-metal-catalyzed reactions are of increasing importance in chemistry due to the outstanding ecological and economic properties of these metals. In the subfield of metal-catalyzed direct C-H functionalization reactions, recent years have shown an increasing number of publications dedicated to this topic. Nickel, cobalt, and last but not least iron, have started to enter a field which was long dominated by precious metals such as palladium, rhodium, ruthenium, and iridium. The present review article summarizes the development of iron-, nickel-, and cobalt-catalyzed C-H functionalization reactions until the end of 2016, and discusses the scope and limitations of these transformations.

show abstract

Section: Cobalt‐catalyzed C−h Functionalization Reactionsmentioning

confidence: 99%

Direct Functionalization of C−H Bonds by Iron, Nickel, and Cobalt Catalysis

Pototschnig

Maulide

Schnürch

2017

Chemistry A European J

184

View full text Add to dashboard Cite

show abstract

“…[9,66,67] The simplest way is the direct dehydrogenation of alkanes giving alkenes with the aid of transition metal-catalysts. This reaction is highly valuable, but only a limited number of studies has appeared in the literature.…”

Section: Catalytic Dehydrogenation Of Alkanesmentioning

confidence: 99%

“…[67] When RhCl(PPh 3 ) 3 is used as the catalyst, this coupling reaction gives 1-(arylamino)indole in good yields, Eq. (31).…”

mentioning

confidence: 99%

Catalytic Methods for CH Bond Functionalization: Application in Organic Synthesis

Kakiuchi¹,

Chatani²

2003

Adv Synth Catal

1,047

167

View full text Add to dashboard Cite

The development of catalytic reactions involving carbon-hydrogen bond cleavage is currently one of the most attractive research subjects in organic and organometallic chemistry. About 40 years have past since the pioneering report of the cleavage of C À H bonds with transition metal complexes. Since that time, a vast number of studies of the cleavage of C À H bonds, using stoichiometric amounts of transition metal complexes has appeared. In the last decade, a variety of catalytic reactions involving C À H bond cleavage has been reported. In this review we briefly survey the results of these research activities with respect to the catalytic use of unreactive C À H bonds in organic synthesis.

show abstract

“…7 This seminal discovery notwithstanding, until 2009, there have been reported only a handful of examples of cobalt-catalyzed CH functionalization. These include Kisch's ortho-alkenylation of an azobenzene derivative with diphenylacetylene using [Co(H)(N 2 )(PPh 3 (Scheme 1b) 8 and Brookhart's hydroacylation of olefins and double bond transposition via C(sp 3 )H activation using [Cp*Co(CH 2 =CHSiMe 3 ) 2 ] (Schemes 1c and 1d). 9 The Brookhart catalyst is also capable of H/D exchange between benzene and tetradeuterioethylene via aromatic CH activation.…”

Section: Introductionmentioning

confidence: 99%