References
- Acton AQ, editor. Sulfur compounds – Advances in research and application. Atlanta, GA: Scholarly Edition; 2012.
- Clayden J, MacLellan P. Asymmetric synthesis of tertiary thiols and thioethers. J Org Chem. 2011;7:582–595.
- Monaco MR, Prévost S, List B. Catalytic asymmetric synthesis of thiols. J Am Chem Soc. 2014;136:16982–16985. doi: 10.1021/ja510069w
- McMurry J. Organic chemistry with biological applications. Belmont: Brooks/Cole; 2011. Chapter 13; p. 501–554.
- Polster J, Schieberle P. Structure–odor correlations in homologous series of alkanethiols and attempts to predict odor thresholds by 3D-QSAR studies. J Agric Food Chem. 2015;63:1419–1432. doi: 10.1021/jf506135c
- Nishio T. Direct conversion of alcohols into thiols. J Chem Soc Perkin Trans 1. 1993;1113–1117. doi: 10.1039/p19930001113
- Mlostoń G, Hamera-Fałdyga R, Celeda M, et al. Synthesis of ferrocenyl- and hetaryl-substituted 2,2,2-trifluoroethanols and their conversion into 2,2,2-trifluoroethanethiols using Lawesson’s reagent. J Fluorine Chem. 2016;188:147–152. doi: 10.1016/j.jfluchem.2016.06.017
- Mlostoń G, Urbaniak K, Gębicki K, et al. Hetaryl thioketones: synthesis and selected reactions. Heteroatom Chem. 2014;25:548–555. doi: 10.1002/hc.21191
- Mlostoń G, Hamera R, Heimgartner H. Synthesis of ferrocenyl thioketones and their reactions with diphenyldiazomethane. Phosphorus Sulfur Silicon Relat Elem. 2015;190:2125–2133. doi: 10.1080/10426507.2015.1071817
- Gebert A, Jasiński M, Mlostoń G, et al. Reduction of thiocarbonyl compounds with lithium diisopropylamide. Helv Chim Acta. 2014;97:931–938. doi: 10.1002/hlca.201400130
- Gupta I, Ravikanth M. One-flask synthesis of mono- and trifunctionalized 21-thia and 21-oxaporphyrin building blocks and their application in the synthesis of covalent and noncovalent unsymmetrical porphyrin arrays. J Org Chem. 2004;69:6796–6811. doi: 10.1021/jo040178u
- Struhárik M, Toma S. The diastereoselectivity of the addition of tricarbonyl-(η6-2-lithiothiophene) chromium(O) complexes on aldehydes. J Organometal Chem. 1994;464:59–63. doi: 10.1016/0022-328X(94)87009-8
- Yur’ev YK, Mezentsova NN, Vas’kovskii VE. Chemistry of selenophene. XV. 2-Vinylselenophene. Zh Obsch Khim. 1958;28:3262–3265.
- Matsuda T, Mizuno K, Watanuki S. Rhodium-catalyzed arylation of acylsilanes with sodium tetraarylborates. J Organometal Chem. 2014;765:64–67. doi: 10.1016/j.jorganchem.2014.05.005
- Kovač S, Rapić V. Ferrocene compounds XVII. Synthesis of some ferrocenyl carbinols, ethers, and ureas. J Organometal Chem. 1990;384:147–153. doi: 10.1016/0022-328X(90)87062-I
- Bickar D, Lukas B, Neshvad G, et al. Mössbauer studies on ferrocene complexes: XI. Stabilisation and electron transfer in diferrocenyl monocations and related species. J Organometal Chem. 1984;263:225–234. doi: 10.1016/S0022-328X(00)99186-1
- Burilov AR, Drozdova YA, Pudovik MA, et al. Interaction of phosphorus(III) thioesters with oxygen. Izv Akad Nauk SSSR, Ser Khim. 1991;9127–9132.
- Navech J, Revel M, Kraemer R, et al. Quelques proprietes chimiques du tris(tertiobutyl)-2,4,6 phenyldithiophosphorane. Phosphorus Sulfur Relat Elem. 1986;26:83–89. doi: 10.1080/03086648608084573
- Romanov GV, Ryzhikova TY, Pudovik AN. Reactions of phenyl- and trimethylsilylphenylphosphines with thiobenzophenone. Izv Akad Nauk SSSR, Ser Khim. 1984;2116–2117.
- Murav’ev IV, Fedorovich IS. Arylation of the acid halides of di- and triphosphoric acid esters. Zh Obsh Khim. 1976;46:789–791.
- Johnson CK. ORTEP II, report ORNL-5138. Oak Ridge, TN: Oak Ridge National Laboratory; 1976.
- Ohno M, Miyamoto M, Itoshi K, et al. Development of dual-acting benzofurans for thromboxane A2 receptor antagonist and prostacyclin receptor agonist: synthesis, structure–activity relationship, and evaluation of benzofuran derivatives. J Med Chem. 2005;48:5279–5294. doi: 10.1021/jm050194z
- Tagawa Y, Minami S, Yoshida T, et al. Preparation and antibacterial activity of 3-methyl-1-p-substituted phenylpyrazole-5-thiol. Arch Pharm. 2002;335:99–103. doi: 10.1002/1521-4184(200203)335:2/3<99::AID-ARDP99>3.0.CO;2-2
- Mlostoń G, Hamera-Fałdyga R, Heimgartner H. Unexpected course of the attempted conversions of ferrocenyl(hetaryl)methanols into thiols using Lawesson’s reagent. Phosphorus Sulfur Silicon Relat Elem. 2017. doi: 10.1080/10426507.2017.1286491 .
- CCDC-1531780 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/structures
- CrysAlisPro. Version 1.171.38.43. Abingdon: Rigaku Oxford Diffraction; 2015.
- Sheldrick GM. SHELXT – integrated space-group and crystal-structure determination. Acta Crystallogr Sect A. 2015;71:3–8. doi: 10.1107/S2053273314026370
- Maslen EN, Fox AG, O’Keefe MA. International tables for crystallography. In: Wilson AJC, editor. Vol. C. Dordrecht: Kluwer Academic; 1992. Table 6.1.1.1. p. 477–486.
- Stewart RF, Davidson ER, Simpson WT. Coherent X-ray scattering for the hydrogen atom in the hydrogen molecule. J Chem Phys. 1965;42:3175–3187. doi: 10.1063/1.1696397
- Ibers JA, Hamilton WC. Dispersion corrections and crystal structure refinements. Acta Crystallogr. 1964;17:781–782. doi: 10.1107/S0365110X64002067
- Creagh DC, McAuley WJ. In: International tables for crystallography. Wilson AJC, editor. Vol. C. Dordrecht: Kluwer Academic; 1992. Table 4.2.6.8. p. 219–222.
- Creagh DC, Hubbell JH. In: International tables for crystallography. Wilson AJC, editor. Vol. C. Dordrecht: Kluwer Academic; 1992. Table 4.2.4.3. p. 200–206.
- Sheldrick GM. Crystal structure refinement with SHELXL. Acta Crystallogr Sect C. 2015;71:3–8. doi: 10.1107/S2053229614024218