Synthesis and Characterization of Novel PEPPSI type Pd–BICAAC Complexes

12 January 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A series of bicyclic alkylamino carbenes (BICAAC) (where N-aryl = dipp, mes, 2,6-dimethyl-4-(dimethylamino)phenyl, 5a-d) and their novel air- and moisture-resistant pyridine (pyridine, 4 dimethylaminopyridine) containing palladium PEPPSI-type Pd(II) complexes (6a-e) were synthetized and characterized. The new palladium complexes have shown high activity in Mizoroki–Heck coupling reaction even at as low as 100 ppm loading (TON up to 10000). Kinetic studies revealed that reactions carried out in the presence of elemental mercury resulted in decrease in activity. It indicates that the coupling reaction may have both molecular and Pd(0)-mediated catalytic paths.

Keywords

Pd-PEPPSI
BICAAC
Mizoroki–Heck reaction
PEPPSI complex
Palladium carbene complex

Supplementary materials

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Title
Supporting Information - Synthesis and Characterization of Novel PEPPSI type Pd– BICAAC Complexes
Description
Supporting Information containing the description of synthetic procedures, catalytic reactions, the results of analytc measurements (NMR, HRMS, XRD).
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