Category: 1273-73-0

Category: thiazolidine. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Oxidation kinetics of ferrocene derivatives with dibenzoyl peroxide. Author is Halstead, Joshua M.; Abu-Saleh, Refaat; Schildcrout, Steven M.; Masnovi, John.

Chem. oxidation of ferrocene and related derivatives by dibenzoyl peroxide in acetonitrile solution produces ferrocenium and benzoic acid after acidification. The rate law is first order in oxidant and in reductant. Steric effects and activation parameters are consistent with a rate-controlling outer-sphere single-electron transfer (ET) step, and reorganization energies are obtained using Marcus theory with B3LYP calculations Energetics, optimized structures, and solvent effects indicate that rate is affected more by anion than cation solvation and that oxidation of decamethylferrocene by 3-chloroperoxybenzoic acid does not occur by ET.

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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 1273-73-0, is researched, SMILESS is Br[C-]12[Fe+2]3456789([C-]%10C6=C7C8=C9%10)C1=C3C4=C25, Molecular C10BrFeJournal, Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya called Ferrocenylgold-triphenylphosphine, Author is Nesmeyanov, A. N.; Perevalova, E. G.; Lemenovskii, D. A.; Kosina, A. N.; Grandberg, K. I., the main research direction is gold ferrocenyl phosphines; ferrocenyl phosphines gold; phosphines gold ferrocenyl; ferrocenes; iron organic compound.Name: Bromoferrocene.

To ferrocenyllithium from 2.8 g ferrocene in THF-Et2O with BuLi under argon was added 2 g ClAuPPh3, and after 2 hr the mixture quenched in H2O to yield 81% orange ferrocenyl-goldtriphenylphosphine, C5H5FeC5H4AuPPh3, decomposed 150°; ir and NMR spectral data given. Chromatog. on Al2O3 decomposed this to ferrocene. BrAuPPh3 in the above reaction gave the same complex in 67% yield. Treated with dry HCl in C6H6 the product gave ferrocene and ClAuPPh3, m. 242-3°; HI gave diferrocenyl in trace amounts along with nearly 100% ferrocene and IAuPPh3, m. 224-5°. HCN similarly converted the complex into ferrocene and AuCN.PPh3, m. 203.5-204°. Bromination gave bromoferrocene, m. 30-1°, and 81% BrAuPPh3. ClAuPPh3 in Et2O under argon treated with BuLi 5 hr gave 86% oily BuAuPPh3, which darkened in air. It was purified by freezing in liquid pentane at -70°.

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Safety of Bromoferrocene. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Electronic effects in the ferrocene ring system by proton magnetic resonance spectroscopy. Author is Slocum, D. W.; Engelmann, T. R.; Lewis, Robert; Kurland, R. J..

Results of a proton magnetic resonance study of the chem. shifts of ring protons of representative monosubstituted ferrocene compounds are reported. The substituents cover a span from strongly electron-donating groups to strongly electron-withdrawing. Some relations appear to exist between the ring-proton chem. shifts in these compounds and those reported for the corresponding monosubstituted benzene compounds The chem. shifts recorded were precisely measured. As such, they serve to revise the data reported while this work was in progress. 15 references.

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Name: Bromoferrocene. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Electron transfer in mixed-valence 1′,6′-bis(triphenylmethyl)biferrocenium triiodide. Author is Dong, Teng Yuan; Hsu, Tsui Ling.

The 1′,6′-bis(triphenylmethyl)biferrocenium triiodide (I) was prepared The intramol. electron transfer rates in the solid state and in solution have been determined I gives a Moessbauer spectrum which reveals the presence of localized and delocalized species. An investigation of the energy and the line-shape of the intervalence transition band, permitted the calculation of the electron transfer rate in solution

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Synthetic Route of C10BrFe. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Enhanced Electron-Transfer Reactivity of Nonheme Manganese(IV)-Oxo Complexes by Binding Scandium Ions. Author is Yoon, Heejung; Lee, Yong-Min; Wu, Xiujuan; Cho, Kyung-Bin; Sarangi, Ritimukta; Nam, Wonwoo; Fukuzumi, Shunichi.

One and two scandium ions (Sc3+) are bound strongly to nonheme manganese(IV)-oxo complexes, [(N4Py)MnIV(O)]2+ (N4Py = N,N-bis(2-pyridylmethyl)-N-bis(2-pyridyl)methylamine) and [(Bn-TPEN)MnIV(O)]2+ (Bn-TPEN = N-benzyl-N,N’,N’-tris(2-pyridylmethyl)-1,2-diaminoethane), to form MnIV(O)-(Sc3+)1 and MnIV(O)-(Sc3+)2 complexes, resp. The binding of Sc3+ ions to the MnIV(O) complexes was examined by spectroscopic methods as well as by DFT calculations The one-electron reduction potentials of the MnIV(O) complexes were markedly shifted to a pos. direction by binding of Sc3+ ions. Accordingly, rates of the electron transfer reactions of the MnIV(O) complexes were enhanced as much as 107-fold by binding of two Sc3+ ions. The driving force dependence of electron transfer from various electron donors to the MnIV(O) and MnIV(O)-(Sc3+)2 complexes was examined and analyzed in light of the Marcus theory of electron transfer to determine the reorganization energies of electron transfer. The smaller reorganization energies and much more pos. reduction potentials of the MnIV(O)-(Sc3+)2 complexes resulted in remarkable enhancement of the electron-transfer reactivity of the MnIV(O) complexes. Such a dramatic enhancement of the electron-transfer reactivity of the MnIV(O) complexes by binding of Sc3+ ions resulted in the change of mechanism in the sulfoxidation of thioanisoles by MnIV(O) complexes from a direct oxygen atom transfer pathway without metal ion binding to an electron-transfer pathway with binding of Sc3+ ions.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis and isomerization of 4-hydroxy-4-methyl-3-hepten-6-yn-2-yl-cyclopentadienylmanganese tricarbonyl》. Authors are Anisimov, K. N.; Kolobova, N. E.; Magomedov, G. K. I..The article about the compound:Bromoferrocenecas:1273-73-0,SMILESS:Br[C-]12[Fe+2]3456789([C-]%10C6=C7C8=C9%10)C1=C3C4=C25).Formula: C10BrFe. Through the article, more information about this compound (cas:1273-73-0) is conveyed.

cf. CA 61, 13336f. Propargyl bromide added in Et2O to Mg activated with HgCl2 gave a solution of the Grignard reagent which with 2-penten-4-on-2-ylcyclopentadienylmanganese tricarbonyl in 3 h. refluxing gave 81% I, b0.007 85-6°, n20D 1.5945, d20 1.2936; ir spectrum and uv spectrum shown. Heated with KHSO4 in vacuo to 100-20°, I gave 50% yellow 4-methyl-2,4-heptadien-6-on-2-ylcyclopentadienylmanganese tricarbonyl, b0.007 95-6°, 1.6112, 1.3030, also formed from I by heating in EtOH with HgSO4; ir spectrum shown. The ketone was unstable in air, but gave a red 2,4-dinitrophenylhydrazone, m. 156°.

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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 1273-73-0, is researched, SMILESS is Br[C-]12[Fe+2]3456789([C-]%10C6=C7C8=C9%10)C1=C3C4=C25, Molecular C10BrFeJournal, Article, Research Support, Non-U.S. Gov’t, Journal of the American Chemical Society called Efficient Two-Electron Reduction of Dioxygen to Hydrogen Peroxide with One-Electron Reductants with a Small Overpotential Catalyzed by a Cobalt Chlorin Complex, Author is Mase, Kentaro; Ohkubo, Kei; Fukuzumi, Shunichi, the main research direction is electron reduction oxygen hydrogen peroxide formation; reductant overpotential catalyzed cobalt chlorin complex.Category: thiazolidine.

A Co chlorin complex (CoII(Ch)) efficiently and selectively catalyzed two-electron reduction of dioxygen (O2) by 1-electron reductants (ferrocene derivatives) to produce H2O2 (H2O2) in the presence of HClO4 (HClO4) in benzonitrile (PhCN) at 298 K. The catalytic reactivity of CoII(Ch) was much higher than that of a Co porphyrin complex (CoII(OEP), OEP2- = octaethylporphyrin dianion), which is a typical porphyrinoid complex. The two-electron reduction of O2 by 1,1′-dibromoferrocene (Br2Fc) was catalyzed by CoII(Ch), whereas virtually no reduction of O2 occurred with CoII(OEP). CoII(Ch) is more stable than CoII(OEP), where the catalytic turnover number (TON) of the two-electron reduction of O2 catalyzed by CoII(Ch) exceeded 30000. The detailed kinetic studies revealed that the rate-determining step in the catalytic cycle is the proton-coupled electron transfer reduction of O2 with the protonated CoII(Ch) ([CoII(ChH)]+) that is produced by facile electron-transfer reduction of [CoIII(ChH)]2+ by ferrocene derivative in the presence of HClO4. The 1-electron-reduction potential of [CoIII(Ch)]+ was pos. shifted from 0.37 V (vs. SCE) to 0.48 V by the addition of HClO4 due to the protonation of [CoIII(Ch)]+. Such a pos. shift of [CoIII(Ch)]+ by protonation resulted in enhancement of the catalytic reactivity of [CoIII(ChH)]2+ for the two-electron reduction of O2 with a lower overpotential as compared with that of [CoIII(OEP)]+.

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Related Products of 1273-73-0. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Probing the tolerance of cucurbit[7]uril inclusion complexes to small structural changes in the guest. Author is Yi, Song; Li, Wei; Nieto, Daniel; Cuadrado, Isabel; Kaifer, Angel E..

The binding properties of the cucurbit[7]uril host with three structurally related ferrocene-containing guests, ferrocenyltrimethylammonium, ferrocenylmethyltrimethylammonium and ferrocenylethyltrimethylammonium, were studied using 1H NMR spectroscopy, mass spectrometry, voltammetry and computational methods. The exptl. and computational data indicate that the stability of the cucurbit[7]uril inclusion complexes is relatively insensitive to the number of methylenes connecting the trimethylammonium and the ferrocenyl groups, although some of their properties are affected in significant ways.

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Product Details of 1273-73-0. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Bromoferrocene, is researched, Molecular C10BrFe, CAS is 1273-73-0, about Dye regeneration and charge recombination in dye-sensitized solar cells with ferrocene derivatives as redox mediators. Author is Daeneke, Torben; Mozer, Attila J.; Kwon, Tae-Hyuk; Duffy, Noel W.; Holmes, Andrew B.; Bach, Udo; Spiccia, Leone.

Ferrocene compounds are promising redox shuttles for application in dye-sensitized solar cells (DSCs). Chem. modification of the cyclopentadienyl rings is easily achievable affording almost unlimited variation of the redox properties. This allows fine-tuning of the driving force for dye-regeneration and optimization of the energy conversion efficiency of DSCs. Herein, six ferrocene derivatives have been chosen for investigation which cover the large redox potential range of 0.85 V, by virtue of simple alkylation and halogenation of the cyclopentadienyl ring, and enable improved matching of the energy levels of the sensitizer and the electrolyte. Although the focus of this work was to examine the effect of the redox potential on charge transfer processes, DSCs were fabricated which achieved high energy conversion efficiencies of over 5%. Charge transfer reactions were studied to reveal the dependence of the dye regeneration rate, recombination losses and recombination pathways on the reaction driving force. An increase in redox potential led to a higher efficiency due to higher open circuit potentials until a threshold is reached. At this threshold, the driving force for dye regeneration (18 kJ mol-1, ΔE = 0.19 V) becomes too small for efficient device operation, leading to rapid recombination between the oxidized dye and electrons in the TiO2 conduction band. As a result of this work guidelines can be formulated to aid the selection of redox couples for a particular sensitizer in order to maximize the utilization of incident solar energy.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of ferrocene derivatives by means of boron- and halogen-substituted ferrocenes》. Authors are Nesmeyanov, A. N.; Sazonova, V. A.; Drosd, V. N..The article about the compound:Bromoferrocenecas:1273-73-0,SMILESS:Br[C-]12[Fe+2]3456789([C-]%10C6=C7C8=C9%10)C1=C3C4=C25).Safety of Bromoferrocene. Through the article, more information about this compound (cas:1273-73-0) is conveyed.

[R = ferrocenyl throughout this abstract] A series of new haloferrocene derivatives was prepared from RB(OH)2 (I) derivatives via RLi. Ferrocenyloxy derivatives and their esters were also synthesized and investigated. B(OBu)3 (92 g.) in Et2O was treated at -78° slowly with stirring with RLi from 17.6 g. ferrocene and BuLi (from 39 g. BuCl and 7.6 g. Li) in about 240 cc. Et2O, the mixture stirred until warmed to room temperature, kept overnight, decomposed with 10% H2SO4, the Et2O layer extracted with 10% aqueous KOH (40 cc., twice 10 cc., and five times 40 cc.). The 1st extract acidified and filtered gave 2.90 g. ferrocenylene-1,1′-diboronic acid (II), decomposed at about 180°; the 4th-8th alkali extracts gave 6.06 g. I, yellow, m. 143-8° (sealed tube); the 2nd and 3rd extracts gave a mixture of I and II which washed with Et2O left 0.44 g. II; the Et2O solution evaporated gave 0.72 g. I. I and II refluxed with aqueous ZnCl2 gave ferrocene. I (0.16 g.) in 20 cc. H2O treated with 0.19 g. HgCl2 in aqueous Me2CO gave 0.22 g. RHgCl, m. 192-4° (decomposition) (xylene). Aqueous I refluxed a few min. with excess ammoniacal Ag2O solution and extracted with Et2O, the extract evaporated, and the residue treated with petr. ether left 0.25 g. R2, m. 230-2° (decomposition) (absolute EtOH); the petr. ether solution evaporated gave 0.15 g. ferrocene. I (1 g.) in 200 cc. H2O treated at 50-60° with 1.70 g. CuCl22H2O in 50 cc. H2O, kept 15 min., steam distilled, and the product isolated from the distillate with Et2O gave 0.76 g. RCl, m. 58-9° (MeOH). In the same manner were prepared the following compounds (% yield and m.p. given): RBr, 80, 32-3°; 1,1′-dichloroferrocene (III), 75, 75-7°; 1,1′-dibromoferrocene (IV), 76, 50-1°. II (3.1 g.), 7 cc. MeOH, 4.7 g. CuCl2.2H2O, 75 cc. H2O, and 60 cc. C6H6 refluxed 2.5 h., cooled, distilled, the C6H6 layer separated, the aqueous layer added to the insoluble precipitate, diluted with 70 cc. C6H6, processed again in the same manner, saturated with NaCl, extracted with Et2O, the combined Et2O and C6H6 solutions concentrated to 50 cc., extracted with 10% aqueous KOH, and the extract acidified with 10% H2SO4 yielded 1.56 g. 1′-chloro-1-ferrocenylboronic acid (V), m. 159-61° (aqueous EtOH). Aqueous V boiled with ZnCl2 gave RCl. II and CuBr2 yielded similarly the 1′-Br analog (VI) of V, softened at about 130°, resolidified, m. 155-7°. Aqueous VI refluxed with ZnBr2 gave RBr. V (0.27 g.) in 5 cc. EtOH and 50 cc. H2O treated with 0.28 g. HgCl2 in aqueous Me2CO, the mixture heated 5 min., and filtered yielded 1′-chloro-1-ferrocenylmercuric chloride (VII), m. 144.5-45° (Me2CO), which with Na2S2O3 yielded bis(1′-chloro-1-ferrocenyl)mercury (VIIa), m. 151-2° (xylene-hexane). VI (0.30 g.) and 0.36 g. HgBr2 gave similarly 0.46 g. 1′-Br analog (VIII) of VII, m. 146.5-47° (Me2CO), which with Na2S2O3 yielded the di-Br analog of VIIa, m. 135-6° (MeNO2). VIII in xylene heated gave RBr. VII (1 g.) in 10 cc. xylene treated with 3 g. iodine in 10 cc. hot xylene, the mixture cooled, filtered, the residue washed with EtOH, shaken with 45 g. Na2S2O3 in 200 cc. H2O and with Et2O, and the Et2O layer evaporated gave 0.49 g. 1-chloro-1′-iodoferrocene, m. 42-4° (MeOH). VIII (0.80 g.) in 10 cc. xylene with 3 g. iodine in 10 cc. xylene yielded similarly 0.44 g. 1-bromo-1′-iodoferrocene, m. 28-30° (MeOH). VI (1 g) and 1.7 g. CuCl2 in 120 cc. H2O treated with steam and the product isolated from the distillate with Et2O gave 0.60 g. III, m. 75-7° (EtOH). RBr (0.60 g.) and 1.5 g. Cu phthalimide heated 2 h. at 135-40°, extracted with Et2O, and the extract worked up gave 0.48 g. N-ferrocenylphthalimide (IX), red crystals, m. 156-7° (EtOH). RCl (0.30 g.) and 1.5 g. Cu phthalimide gave similarly 0.24 g. IX. IX (0.3 g.), 0.5 cc. N2H4.H2O, and 5 cc. EtOH refluxed 40 min., diluted with H2O, extracted with Et2O, the Et2O solution extracted with 10% H2SO4, and the acidic extract basified with 10% aqueous KOH yielded 0.15 g. RNH2, m. 153-5°; N-Ac derivative m. 169-71°. RBr (0.30 g.) and 2 g. CuCN heated 2 h. at 135-40° and the product isolated with Et2O gave 0.20 g. RCN, m. 105.5-6.5°, also obtained in 42% yield from RCl and CuCN in C5H5N during 3 h. at 140-5°. RCl (2.5 g.) and 7.5 g. Cu(OAc)2 in 300 cc. 50% EtOH refluxed 15-20 min., diluted with H2O, and the product isolated with Et2O gave 2.3 g. ROAc, m. 64.5-6.5° (aqueous EtOH). RBr (0.30 g.) and 1.0 g. Cu(OAc)2 in 30 cc. 50% EtOH gave similarly 0.25 g. ROAc. I (2.5 g.) in 250 cc. hot H2O treated with 4.35 g. Cu(OAc)2 in hot H2O, the mixture cooled after 10 min., extracted with Et2O, and the residue from the extract treated with petr. ether left 0.42 g. R2, m. 230-2° (decomposition) (EtOH); the petr. ether solution evaporated gave 1.56 g. ROAc, m. 64.5-66° (EtOH). I (0.5 g.) in 60 cc. H2O and 1.0 g. Cu(O2CEt)2 in 40 cc. H2O yielded 0.30 g. EtCO2R, m. 30-1° (EtOH), and 0.08 g. R2. PhMgBr from 0.7 g. PhBr and 0.14 g. Mg in 10 cc. absolute Et2O treated under N with cooling with 0.44 g. ROAc in 5 cc. Et2O, the mixture stirred 1 h. at room temperature, decomposed with aqueous NH4Cl, and the Et2O phase worked up gave 0.23 g. MePh2COH, m. 79-81° (petr. ether); the alk. extract of the Et2O phase treated with CO2 precipitated 0.22 g. ROH, m. 166-70° (under N)(H2O). ROAc (0.40 g.), 6 cc. 10% aqueous KOH, and 8 cc. EtOH refluxed 50 min., the EtOH evaporated, the residual dark brown solution filtered, diluted to 13 cc., and treated with CO2 gave 0.29 g. ROH. VI (2 g.) in hot H2O refluxed with 5.4 g. Cu(OAc)2, cooled, and the product isolated with Et2O yielded 1.62 g. 1,1′-ferrocenylene diacetate (X), m. 55-6° (hexane). V (0.83 g.) and 2.2 g. Cu(OAc)2 gave similarly 0.66 g. X. II (2 g.) in 400 cc. hot H2O and 5.8 g. Cu(OAc)2 heated 40 min. on the water bath and the product isolated with Et2O yielded 0.90 g. X, m. 55-5.5° (hexane). IV (0.3 g.) and 1 g. Cu(OAc)2 in 30 cc. 50% EtOH refluxed 1 h., diluted with H2O, extracted with Et2O, and the extract worked up gave 0.16 g. X, m. 55.5-56° (hexane). X heated 10 min. with 20% aqueous KOH on the water bath and treated with CO2 gave 1,1′-dihydroxyferrocene (XI), yellow air-sensitive crystals, which with BzCl and alkali gave the dibenzoate. XI (from 0.80 g. X) in dry Et2O treated 1.5 h. with a stream of air, washed, and evaporated yielded 60 mg. dimeric cyclopentadienone, b8 120°, m. 96-8°. The hydrolyzates from ROAc and X treated under N with alkali, BzCl, and PhSO2Cl yielded the following compounds (% yield and m.p. given): ROBz, 85, 108.5-9.5°; ROSO2Ph, 90, 90-90.5°; dibenzoate of XI, 68, 114-15°; dibenzenesulfonate of XI, 72, 119.5-20.5°. ROAc (0.3 g.) and 0.5 cc. Me2SO4 in 5 cc. MeOH treated with 1.25 cc. 50% aqueous KOH gave 90% ROMe, m. 39.5-40.5°. X (0.20 g.) in 20 cc. MeOH treated with 3 cc. Me2SO4 yielded 95% 1,1′-dimethoxyferrocene, m. 35-6° (hexane). ROH and XI in 10% aqueous KOH refluxed 3 h. under N with 100% excess ClCH2CO2H, acidified with 10% H2SO4, and the product isolated with Et2O yielded 82% ROCH2CO2H, m. 136-7.5°, and 76% O,O’-(1,1′-ferrocenylene)diglycolic acid, m. 168.5-9.5° (H2O). ROH (0.30 g.), 1.5 g. powd. K2CO3, and 0.55 cc. CH2:CHCH2Br in 7 cc. absolute Me2CO refluxed 2 h. with stirring under N, diluted with H2O, extracted with Et2O, and the extract worked up gave 0.30 g. ROCH2CH:CH2, m. 28-30° (MeOH), which heated under N at 215-20° gave ROH.

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