Reaction of N-(N′,n′,n″,n″-Tetramethyl)guanidine- Substituted Phosphines With Antimony Pentachloride and With Boron Trifluoride

Münchenberg, Jochen; Schmutzler, Reinhard

doi:10.1080/10426509708043556

Cited by 3 publications

(1 citation statement)

References 7 publications

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“…We have contributed to this field with the discovery that strong π‐donating substituents bound to the phosphorus atom can substantially increase the electron‐donating power of phosphines . Following up on early studies on the synthesis of guanidine‐functionalized phosphines by Schmutzler and Kuhn , we used different imidazolin‐2‐ylidenamino groups to generate phosphines (IAPs) with significantly lower TEP values than those of N‐heterocyclic carbenes or abnormal carbenes (Scheme a) , …”

Section: Introductionmentioning

confidence: 99%

Effective Control of the Electron‐donating Ability of Phosphines by using Phosphazenyl and Phosphoniumylidyl Substituents

Werra

Wünsche

Rathmann

et al. 2020

Zeitschrift anorg allge chemie

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Phosphoniumylidyl and phosphazenyl groups are effective substituents to increase the electron‐donating ability of tertiary phosphines. However, the influence of structural variations among those substituents on the electronic properties of the phosphines is little explored. Herein, we show that protonation of the ylidic carbon atom of phosphoniumylidyl phosphines increases the Tolman electronic parameter (TEP) by ΔTEP = 16.0–18.8 cm–1. Furthermore, phosphazenyl phosphines were synthesized with isopropyl groups (NP{iPr}3) and tetramethylguanidino groups (NP{tmg}3) at the phosphonium center. Determination of their TEP values reveals a remarkable low substituent parameter of χ = –18.5 cm–1 for the NP(tmg)3 group. In addition, we prepared the corresponding gold(I) complexes and determined their solid‐state structures using single‐crystal X‐ray diffraction studies to analyze the steric profile of the new phosphine ligands.

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