METHOD FOR PRODUCING NOVEL ORGANOMETALLIC COMPLEX AND AMINE COMPOUND

摘要

The purpose of the invention is to provide a novel organometallic compound that can be utilized as a catalyst having high generality, high activity, and excellent functional group selectivity. The invention pertains to a novel organometallic compound represented by general formula (1) that catalyzes a reductive amination reaction.

主权项

1. An organometallic compound of the following general formula (1):wherein
Ar is an aromatic compound or a cyclopentadienyl group, in which one or more hydrogen atoms may be substituted by a substituent W,the substituent W is a saturated or unsaturated C1-C20 hydrocarbon group, a 6- to 20-membered aryl group in which a carbon atom may be replaced by a heteroatom, a 3- to 20-membered heterocyclyl group, a C1-C20 alkoxy group, —C(═O)—Ra, —C(═O)—ORa, a hydroxyl group, —NRaRb, —C(═O)—NRaRb, a nitro group, a cyano group, —PRaRb, a C1-C20 sulfenyl group, a sulfo group, a mercapto group, —SiRaRbRc, a halogen group or —S(═O)2—Ra,
Q is a hydride group or an anionic group, M is ruthenium, rhodium or iridium, R1 is an electron withdrawing group, R2, R3, R4 and R5 are, independently of one another, a hydrogen atom, a saturated or unsaturated C1-C20 alkyl group, a saturated or unsaturated C3-C20 cycloalkyl group, a 6- to 20-membered aryl group in which a carbon atom may be replaced by a heteroatom, a 3- to 20-membered heterocyclyl group, a C1-C20 alkoxy group, —C(═O)—ORa, a C1-C20 fluoroalkyl group, —C(═O)—Ra, —S(═O)2—Ra, a hydroxyl group, —NRaRb, —C(═O)—NRaRb, a C1-C20 sulfenyl group, or —SiRaRbRc, wherein one or more hydrogen atoms of these groups may be substituted by the substituent W, Ra, Rb and Rc are, independently of one another, a hydrogen atom, a saturated or unsaturated C1-C20 alkyl group, a saturated or unsaturated C3-C20 cycloalkyl group, a 6- to 20-membered aryl group in which a carbon atom may be replaced by a heteroatom, a 3- to 20-membered heterocyclyl group, a 6- to 20-membered aralkyl group in which a carbon atom of the aryl may be replaced by a heteroatom, a 6- to 20-membered alkylaryl group in which a carbon atom of the aryl may be replaced by a heteroatom, R2 and R3 and/or R4 and R5 may be bonded to each other to form a ring, one of R2 and R3, and one of R4 or R5 may be bonded to each other to form a ring, R1 and R2, or R1 and R3 may be bonded to each other to form a ring, the carbon atom to which R2 and R3 are bonded, and/or the carbon atom to which R4 and R5 are bonded is/are asymmetric carbon atoms, n is an integer of 0 or 1, A is a saturated or unsaturated heterocycle containing at least one nitrogen atom, wherein one or more hydrogen atoms may be substituted by a substituent W.