An overview of the cycloaddition chemistry of fulvenes and emerging applications

• Ellen Swan,
• Kirsten Platts and
• Anton Blencowe

Beilstein J. Org. Chem. 2019, 15, 2113–2132, doi:10.3762/bjoc.15.209

• [190]. Preparation of hydrogels via Diels–Alder cycloaddition with fulvene-conjugated dextran and dichloromaleic acid-modified poly(ethylene glycol) [191]. Ring-opening metathesis polymerisation of norbornene derivatives derived from fulvenes and maleimides to furnish facially amphiphilic polymers

• temperatures, as well as low levels of cytotoxicity against mouse fibroblast 3T3 cells [191]. With these characteristics in mind, the outlook for these hydrogels having therapeutic applications is promising, with further optimisation [236]. Pentafulvenes have also been used to prepare monomers for ring-opening

• metathesis polymerisation (ROMP) to generate facially amphiphilic polymers [182][235][237][238]. Ilker et al. employed the DAC between alkyl pentafulvenes and maleic anhydride to initially prepare norbornene anhydride monomers that could be further functionalised to afford norbornene imide monomers (Scheme

Catalysis of linear alkene metathesis by Grubbs-type ruthenium alkylidene complexes containing hemilabile α,α-diphenyl-(monosubstituted-pyridin-2-yl)methanolato ligands

• Tegene T. Tole,
• Johan H. L. Jordaan and
• Hermanus C. M. Vosloo

Beilstein J. Org. Chem. 2019, 15, 194–209, doi:10.3762/bjoc.15.19

• (RCM) of dialkenes, ring-opening metathesis polymerisation (ROMP), isomerisation of alkenes and cross-metathesis (CM) of alkenes [7]. The complexes were synthesized by reacting the lithium salts of the corresponding pyridinyl alcohols with [RuCl2(=CHC6H5)(P(iPr3))2]. These complexes catalysed inter

New aryloxybenzylidene ruthenium chelates – synthesis, reactivity and catalytic performance in ROMP

• Patrycja Żak,
• Szymon Rogalski,
• Mariusz Majchrzak,
• Maciej Kubicki and
• Cezary Pietraszuk

Beilstein J. Org. Chem. 2015, 11, 1910–1916, doi:10.3762/bjoc.11.206

• have also been independently studied by Skowerski and Grela [10]. Phenoxybenzylidene complexes have been demonstrated to behave like latent catalysts in common testing reactions involving ring opening metathesis polymerisation (ROMP) of COD, norbornene derivative and dicyclopentadiene as well as cross

• isolated yields of 90% (complex 13) and 92% (complex 14). Catalytic activity The obtained complexes were tested in the ring opening metathesis polymerisation (ROMP) of cyclooctadiene. First, the impact of a phosphine ligand on the catalytic activity was investigated. Preliminary tests performed showed, as

Consequences of the electronic tuning of latent ruthenium-based olefin metathesis catalysts on their reactivity

• Karolina Żukowska,
• Eva Pump,
• Aleksandra E. Pazio,
• Krzysztof Woźniak,
• Luigi Cavallo and
• Christian Slugovc

Beilstein J. Org. Chem. 2015, 11, 1458–1468, doi:10.3762/bjoc.11.158

• reactivity of the complexes. Keywords: DFT calculations; olefin metathesis; ring closing metathesis; ring-opening metathesis polymerisation; ruthenium; Introduction Olefin metathesis is a catalytic process during which C–C double bonds are exchanged [1]. Since the first examples were published in the 1950s

The cross-metathesis of methyl oleate with cis-2-butene-1,4-diyl diacetate and the influence of protecting groups

• Arno Behr and
• Jessica Pérez Gomes

Beilstein J. Org. Chem. 2011, 7, 1–8, doi:10.3762/bjoc.7.1

• has become a routine and competent synthetic method for the formation of carbon–carbon double bonds [1][2][3][4][5]. Among investigations of ring opening metathesis polymerisation [6] and ring closing metathesis [7], the olefin cross-metathesis has demonstrated its great importance in providing access

Light-induced olefin metathesis

• Yuval Vidavsky and
• N. Gabriel Lemcoff

Beilstein J. Org. Chem. 2010, 6, 1106–1119, doi:10.3762/bjoc.6.127

• ring-opening metathesis polymerisation was reviewed in 1997 [63]. The interest in photoactivated olefin metathesis motivated Fürstner [64] to use complex 12b for photoinduced ring closing metathesis (RCM) by using regular neon light or strong daylight as a photon source instead of the UV lamps used

Halide exchanged Hoveyda-type complexes in olefin metathesis

• Julia Wappel,
• César A. Urbina-Blanco,
• Mudassar Abbas,
• Jörg H. Albering,
• Robert Saf,
• Steven P. Nolan and
• Christian Slugovc

Beilstein J. Org. Chem. 2010, 6, 1091–1098, doi:10.3762/bjoc.6.125

• catalytic performance of the complexes in ring opening metathesis polymerisation, ring closing metathesis, enyne cycloisomerisation and cross metathesis reactions. Keywords: cross metathesis; olefin metathesis; RCM; ROMP; ruthenium; Introduction Since the pioneering reports on the utilisation of N

• these compounds in ring opening metathesis polymerisation (ROMP) [21] was also studied. Results and Discussion Synthesis and characterisation Although complex 1 is commercially available, we prepared 1 from (H2IMes)(PCy3)Cl2Ru(3-phenyl-indenylid-1-ene) (M2) as the ruthenium-containing starting material