Chemistry Publications

Title

Catalyst Pendent-Base Effects on Cyclization of Alkynyl Amines

Document Type

Article

Publication Date

9-7-2018

Journal

ChemCatChem

Volume

10

Issue

17

First Page

3694

Last Page

3702

URL with Digital Object Identifier

10.1002/cctc.201800713

Abstract

A family of [CpRu(PP)(MeCN)]PF6 complexes (2 a–e and 4) were prepared in which the bis-phosphine ligand contains a pendent tertiary amine in the second-coordination sphere. 2 a–e contain PPh2NR′2 ligands with two amine groups as the pendent base. Complex 4 has the PPh2NPh1 ligand with only one pendent amine. The catalytic performance of 2 a–e and 4 were assessed in the cyclization of 2-ethynyl aniline and 2-ethynylbenzyl alcohol. It was revealed that the positioning of the pendent amine near the metal active site is essential for high catalyst performance. A comparison of PPh2NR′2 catalysts (2 a–e) showed minimal difference in performance as a function of pendent amine basicity. Rather, only a threshold basicity – in which the pendent amine was more basic than the substrate – was required for high performance.

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