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Thermodynamic and reactivity studies of a tin corrolecobalt porphyrin heterobimetallic complex

Thermodynamic and reactivity studies of a tin corrolecobalt porphyrin heterobimetallic complex A heterobimetallic complex, (TPFC)SnCo(TAP) (TPFC = 5,10,15-tris(pentafluorophenyl)corrole, TAP = 5,10,15,20-tetrakis(p-methoxyphenyl)porphyrin), was synthesized. The complex featured a SnCo bond with a bond dissociation enthalpy (BDE) of 30.2 0.9 kcal mol1 and a bond dissociation Gibbs free energy (BDFE) of 21.0 0.2 kcal mol1, which underwent homolysis to produce the (TPFC)Sn radical and (TAP)CoII under either heat or visible light irradiation. The novel tin radical (TPFC)Sn, being the first four-coordinate tin radical observed at room temperature, was studied spectroscopically and computationally. (TPFC)SnCo(TAP) promoted the oligomerization of aryl alkynes to give the insertion products (TPFC)Sn(CHC(Ar))nCo(TAP) (n = 1, 2, or 3) as well as 1,3,5-triarylbenzenes. Mechanistic studies revealed a radical chain mechanism involving the (TPFC)Sn radical as the key intermediate. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Chemical Science Royal Society of Chemistry

Thermodynamic and reactivity studies of a tin corrolecobalt porphyrin heterobimetallic complex

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Publisher
Royal Society of Chemistry
Copyright
This journal is © The Royal Society of Chemistry
ISSN
2041-6520
DOI
10.1039/c8sc01269e
Publisher site
See Article on Publisher Site

Abstract

A heterobimetallic complex, (TPFC)SnCo(TAP) (TPFC = 5,10,15-tris(pentafluorophenyl)corrole, TAP = 5,10,15,20-tetrakis(p-methoxyphenyl)porphyrin), was synthesized. The complex featured a SnCo bond with a bond dissociation enthalpy (BDE) of 30.2 0.9 kcal mol1 and a bond dissociation Gibbs free energy (BDFE) of 21.0 0.2 kcal mol1, which underwent homolysis to produce the (TPFC)Sn radical and (TAP)CoII under either heat or visible light irradiation. The novel tin radical (TPFC)Sn, being the first four-coordinate tin radical observed at room temperature, was studied spectroscopically and computationally. (TPFC)SnCo(TAP) promoted the oligomerization of aryl alkynes to give the insertion products (TPFC)Sn(CHC(Ar))nCo(TAP) (n = 1, 2, or 3) as well as 1,3,5-triarylbenzenes. Mechanistic studies revealed a radical chain mechanism involving the (TPFC)Sn radical as the key intermediate.

Journal

Chemical ScienceRoyal Society of Chemistry

Published: May 16, 2018

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