Air-Stable Iron(III) Salen Complexes for Selective Hydroboration of Ketones and Unactivated Imines without Base Activation DOI

Anjima T. Latha,

Chinna Ayya Swamy P

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 8376 - 8384

Published: June 7, 2024

Herein, we designed and synthesized a series of air-stable, cost-effective, readily synthesizable iron(III) salen complexes (Fe-1 Fe-2) for facilitating the selective hydroboration ketones unactivated imines with pinacolborane in absence any additive. These catalyst systems exhibited good yields, chemoselectivity, high atom economy, broad substrate scope under mild reaction conditions minimal loading 0.2 mol %. The catalytic efficiency Fe-1 has been demonstrated through diverse aromatic, aliphatic, heterocyclic turnover number up to 1000, highlighting its scope. Ketones are chemoselectively hydroborated over other functional groups such as imines, alkenes, esters, nitriles, acids, alcohols. Besides, synthetic utility this strategy also showcased by construction natural chiral monoterpenoid carveol. This protocol can be scaled gram-scale synthesis alcohols, which underscores potential industrial applicability our system secondary alcohols on larger scale.

Language: Английский

NiII, PdII and PtII pincer complexes of 2-(diphenylphosphaneyl)-N-(2-(diphenyl-phosphaneyl)benzyl)benzamide: synthesis, reactivity and catalytic studies DOI

K. Dwivedi,

Gazal Sabharwal,

Basvaraj S. Kote

et al.

Dalton Transactions, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

This paper describes the synthesis of bis(phosphine), o -Ph 2 PC 6 H 4 C(O)N(H)CH C PPh - and its group 10 metal chemistry catalytic studies.

Language: Английский

Citations

2
Air-Stable Iron(III) Salen Complexes for Selective Hydroboration of Ketones and Unactivated Imines without Base Activation DOI

Anjima T. Latha,

Chinna Ayya Swamy P

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 8376 - 8384

Published: June 7, 2024

Herein, we designed and synthesized a series of air-stable, cost-effective, readily synthesizable iron(III) salen complexes (Fe-1 Fe-2) for facilitating the selective hydroboration ketones unactivated imines with pinacolborane in absence any additive. These catalyst systems exhibited good yields, chemoselectivity, high atom economy, broad substrate scope under mild reaction conditions minimal loading 0.2 mol %. The catalytic efficiency Fe-1 has been demonstrated through diverse aromatic, aliphatic, heterocyclic turnover number up to 1000, highlighting its scope. Ketones are chemoselectively hydroborated over other functional groups such as imines, alkenes, esters, nitriles, acids, alcohols. Besides, synthetic utility this strategy also showcased by construction natural chiral monoterpenoid carveol. This protocol can be scaled gram-scale synthesis alcohols, which underscores potential industrial applicability our system secondary alcohols on larger scale.

Language: Английский

Citations

1