Formation of alkyne-bridged ferrocenophanes using ring-closing alkyne metathesis on 1,1’-diacetylenic ferrocenes

  1. Celine BittnerORCID Logo,
  2. Dirk BockfeldORCID Logo and
  3. Matthias Tamm ORCID Logo

Submitting author affiliation: Technische Universität Braunschweig, Braunschweig, Germany

Beilstein Arch. 2019, 201971. doi:10.3762/bxiv.2019.71.v1

Published 16 Jul 2019

  • Preprint

Abstract

Novel alkyne-bridged ferrocenophanes [fc{CO2(CH2)nC≡}2] (2a: n = 2; 2b: n = 3) were synthesized from the corresponding terminal diacetylenic ferrocenes [fc{CO2(CH2)nC≡CH}2] (1a: n = 2; 1b: n = 3) through ring-closing alkyne metathesis (RCAM) utilizing the highly effective molybdenum catalyst [MesC≡Mo{OC(CF3)2CH3}3] (MoF6; Mes = 2,4,6-trimethylphenyl). The metathesis reaction occurs in short time with high yields whilst giving full conversion of the terminal alkynes. Furthermore, the solvent dependant reactivity of 2a towards Ag(SbF6) is investigated, leading to oxidation and formation of the ferrocenium hexafluoroantimonate 4 in dichloromethane, whereas the silver(I) coordination polymer 5 was isolated from THF solution.

Keywords: Alkyne metathesis; terminal alkynes; ferrocene; molybdenum; homogeneous catalysis

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When a peer-reviewed version of this preprint is available in the Beilstein Journals, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Bittner, C.; Bockfeld, D.; Tamm, M. Beilstein Arch. 2019, 201971. doi:10.3762/bxiv.2019.71.v1

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