Manganese(I) catalyzed cross-coupling of secondary allylic alcohols and primary alcohols

Olefins from alcohols via catalytic acceptorless dehydrogenation coupling reactions

“…The best yield of the olefinated product was obtained with precatalyst 1 and a mild base Cs 2 CO 3 for 24 h, giving a 97 : 3 ratio of alkenyl and alkylation products (Scheme 24). 51 The cross-coupled olefin product was formed in moderate to good yield as a mixture of E and Z isomers from benzyl alcohols with electron-donating, electron-withdrawing, or halo substituents, as well as activated alcohols with heterocycles and secondary allyl alcohols with electrondonating groups. Based on several experimental studies, a plausible catalytic pathway for the PNP-Mn(I) pincer complex catalyzed olefination reaction is shown in Scheme 25.…”

“…50 Scheme 24 Mn-complex catalyzed cross-coupling of secondary allylic alcohols and primary alcohols. 51 Catalysis Science & Technology Review 9. α-Olefination of alkenyl phosphine oxides using alcohol Alkenylphosphine oxides are widely used in synthetic chemistry as the unsaturated C-C bond can be tamed to various modifications further. The unsaturation-containing phosphine oxides have widespread utility in agricultural, medicinal, and industrial chemistry.…”

Hydrogenation and Cross-Coupling Reactions Catalyzed by Mn, Fe, and Co Aromatic Pincer Complexes

“…As with other described processes, the implementation of coupling reactions through more economical methodologies by using earth-abundant transition metals has inspired chemists to create novel synthetic strategies using low-priced and well-defined catalyst based on Co, Fe, and Mn in cooperation with pincer ligand platforms. 89,90 These methodologies are also performed with transition metals with low or no toxicity while retaining unique catalytic characteristics and without the emission of undesirable wastes. In this study, the manganese pincer complex 37 (Scheme 35) displayed catalytic activity in the coupling between Grignard compounds and organic bromides and 1,4-addition reactions of Grignard compounds with α,β-unsaturated ketones with the assistance of a copper salt.…”

“…In particular, palladium complexes are known for their diverse and excellent catalytic performance in cross-coupling reactions, making them essential systems in synthesis. As with other described processes, the implementation of coupling reactions through more economical methodologies by using earth-abundant transition metals has inspired chemists to create novel synthetic strategies using low-priced and well-defined catalyst based on Co, Fe, and Mn in cooperation with pincer ligand platforms. , These methodologies are also performed with transition metals with low or no toxicity while retaining unique catalytic characteristics and without the emission of undesirable wastes.…”

Manganese(I) Catalyzed Alkenylation of Phosphine Oxides Using Alcohols with Liberation of Hydrogen and Water

“…Synthesis of vinyl nitriles from alcohols and arylmethyl nitriles was developed by our group and others . We have demonstrated the manganese pincer catalyzed direct olefination of ketones and amides using alcohols, and also cross-coupling of secondary allylic alcohols with primary alcohols . Catalytic methods for alkenylation of heteroarylmethyl compounds and sulfone derivatives using alcohols have been developed …”