Crystal structure of selenium-substituted acetylacetonates of boron difluoride

References

• Safonov, A. A.; Bagaturyants, A. A.; Sazhnikov, V. A. Fluorescence Spectra of (Dibenzoylmethanato)Boron Difluoride Exciplexes with Aromatic Hydrocar-Bons: A Theoretical Study. J. Phys. Chem. A. 2015, 119, 8182–8187. DOI: 10.1021/acs.jpca.5b03519.
   PubMed Web of Science ®Google Scholar
• Guerro, M.; Roisnel, T.; Lorcy, D. Tetrathiafulvalenyl-Acetylacetonate Complexes of Difluoroboron. Tetrahedron. 2009, 65, 6123–6127. DOI: 10.1016/j.tet.2009.05.041.
   Web of Science ®Google Scholar
• Cogne-Laage, E.; Allemand, J. F.; Ruel, O.; Baudin, J. B.; Croquette, V.; Blanchard-Desce, M.; Jullien, L. Diaroyl(Methanato)Boron Difluoride Compounds as Medium-Sensitive TwoPhoton Fluorescent Probes. Chemistry. 2004, 10, 1445–1455. DOI: 10.1002/chem.200305321.
   PubMed Web of Science ®Google Scholar
• Chen, P. Z.; Niu, L. Y.; Chen, Y. Z.; Yang, Q. Z. Difluoroboron β-Diketonate Dyes: Spectroscopic Properties and Applications. Coord. Chem. Rev. 2017, 350, 196–216. DOI: 10.1016/j.ccr.2017.06.026.
   Web of Science ®Google Scholar
• Mirochnik, A. G.; Fedorenko, E. V.; Kaidalova, T. A.; Merkulov, E. B.; Kuryavyi, V. G.; Galkin, K. N.; Karasev, V. E. Reversible Luminescence Thermochromism and Phase Transition in Crystals of Thiophenylacetylacetonatoboron Difluoride. J. Lumin. 2008, 128, 1799–1802. DOI: 10.1016/j.jlumin.2008.04.016.
   Web of Science ®Google Scholar
• Gao, H.; Xu, D.; Liu, X.; Han, A.; Zhou, L.; Zhang, C.; Li, Z.; Dang, J. Tetraphenylethene-Based b-Diketonate Boron Complex: Efficient Aggregation-Induced Emission and High Contrast Mechanofluorochromism. Dyes Pigments. 2017, 139, 157–165. DOI: 10.1016/j.dyepig.2016.12.004.
   Web of Science ®Google Scholar
• Mirochnik, A. G.; Fedorenko, E. V.; Nagornyi, I. G.; Starovoit, O. A. Luminescence and Sensory Properties of PMMA Films Doped with a Boron Chelate. Opt. Spectrosc. 2017, 122, 764–767. DOI: 10.1134/S0030400X17050149.
   Web of Science ®Google Scholar
• Zhai, L.; Zhang, F.; Sun, J.; Liu, M.; Sun, M.; Lu, R. New Non-Traditional Organogelator of β-Diketone-Boron Difluoride Complexes with Terminal Tetraphenylethene: Self-Assembling and Fluorescent Sensory Properties towards Amines. Dyes Pigments. 2017, 145, 54–62. DOI: 10.1016/j.dyepig.2017.05.047.
   Web of Science ®Google Scholar
• Sanchez, I.; Mayoral, M. J.; Ovejero, P.; Campo, J. A.; Heras, J. V.; Cano, M.; Lodeiro, C. Luminescent Liquid Crystal Materials Based on Unsymmetrical Boron Difluoride β-Diketonate Adducts. New J. Chem. 2010, 34, 2937–2942. DOI: 10.1039/c0nj00503g.
   Web of Science ®Google Scholar
• Turanova, O. A.; Turanov, A. N.; Garifzyanova, G. G. Liquid Crystal Polymorphism of Boron Difluoride β-Diketonates. Russ. J. Gen. Chem. 2010, 80, 2317–2322. DOI: 10.1134/S1070363210110150.
   Web of Science ®Google Scholar
• Vasil’ev, L. S.; Baranin, S. V.; Zavarzin, I. V. Fourcoordinate Sixmembered Ketiminate and Diketiminate Boron Complexes. Synthesis, Structure, Reactivity, and Application in the Design of Nitrogen Heterocycles. Russ. Chem. Bull. 2017, 66, 1398–1418. DOI: 10.1007/s11172-017-1901-x.
   Web of Science ®Google Scholar
• Present, M. A.; Baranin, S. V.; Bubnov, Y. N. Chelate Method for the Synthesis of 3-Amidino-Substituted 4-Pyridones. Russ. Chem. Bull. 2021, 70, 763–766. DOI: 10.1007/s11172-021-3148-9.
   Web of Science ®Google Scholar
• Present, M. A.; Baranin, S. V.; Bubnov, Y. N. Chelate Synthesis of 1,6-Naphthyridin-4-Ones. Russ. Chem. Bull. 2021, 70, 1006–1009. DOI: 10.1007/s11172-021-3181-8.
   Web of Science ®Google Scholar
• Svistunova, I. V.; Shapkin, N. P.; Nikolaeva, O. V.; Apanasenko, O. A. Nitrogen-Containing Heterocycles from Metal β-Diketonates. Russ. J. Gen. Chem. 2011, 81, 756–761. DOI: 10.1134/S1070363211040244.
   Web of Science ®Google Scholar
• Amosova, S. V.; Filippov, A. A.; Makhaeva, N. A.; Albanov, A. I.; Potapov, V. A. Regio- and Stereoselective Synthesis of New Ensembles of Diversely Functionalized 1,3-Thiaselenol-2-Ylmethyl Selenides by a Double Rearrangement Reaction. Beilstein J. Org. Chem. 2020, 16, 515–523. DOI: 10.3762/bjoc.16.47.
   PubMed Web of Science ®Google Scholar
• Amosova, S. V.; Filippov, A. S.; Potapov, V. A.; Penzik, M. V.; Makhaeva, N. A.; Albanov, A. I. Regio- and Stereoselective Synthesis of a Novel Family of Unsaturated Compounds with the S–Se Bond and Their Cyclization to 2,3-Dihydro-1,4-Thiaselenines,. Synthesis. 2019, 51, 1832–1840. DOI: 10.1055/s-0037-1610683.
   Web of Science ®Google Scholar
• Zhili, C.; Fangli, H.; Shengli, H.; Zhengxing, Z.; Hui, M.; Wenling, Q. Organocatalytic Enantioselective Selenosulfonylation of a C − C Double Bond to Form Two Stereogenic Centers in an Aqueous Medium. J. Org. Chem. 2019, 84, 8100–8111. DOI: 10.1021/acs.joc.9b00973.
   PubMed Web of Science ®Google Scholar
• Svistunova, I. V.; Korochentsev, V. V.; Shapkin, N. P.; Vovna, V. I.; Gerasimenko, A. V. A Study of the Crystal Structure of Chloroand Bromo-Substituted Acetylacetonates of Boron Difluoride. J. Struct. Chem. 2012, 53, 1105–1110. DOI: 10.1134/S0022476612060133.
   Web of Science ®Google Scholar
• Kuarton, L. A.; Ryabchenko, O. B.; Svistunova, I. V.; Bukvetskii, B. V. Structure and Vibrational Spectra of Iodo-, Acetoxy- and Thiocyanato-Substituted Acetylacetonates of Boron Difluoride. J. Mol. Struct. 2019, 1175, 512–523. DOI: 10.1016/j.molstruc.2018.07.100.
   Web of Science ®Google Scholar
• Bukvetskii, B. V.; Fedorenko, E. V.; Mirochnik, A. G.; Karasev, V. E. Crystal Structure of Boron Difluoride 3-Phenylthiopentane-2,4-Dionate. π Stacking Interactions and Luminescence of Boron Difluoride Acetyl Acetonates. J. Struct. Chem. 2007, 48, 1148–1151. DOI: 10.1007/s10947-007-0184-8.
   Web of Science ®Google Scholar
• Svistunova, I. V.; Tretyakova, G. O.; Gaivoronskaya, K. A. Reactions of Sulfenyl- and Selenylchlorides of Boron Difluoride Acetylacetonate with C-H Acids. Phosphor Sulfur Silicon Relat. Elem. 2017, 192, 1177–1187. DOI: 10.1080/10426507.2017.1354210.
   Web of Science ®Google Scholar
• Svistunova, I. V.; Sharutin, V. V.; Tretyakova, G. O.; Puzyrkov, Z. N. Synthesis and Structure of Boron Difluoride Binuclear β-Diketonates. Inorg. Chim. Acta. 2020, 501, 119230. DOI: 10.1016/j.ica.2019.119230.
   Web of Science ®Google Scholar
• Svistunova, I. V.; Gelfand, N. A.; Bukvetskii, B. V. Study of the Crystal Structure of Binuclear Boron Difluoride Acetylacetonate. J. Struct. Chem. 2014, 55, 290–294. DOI: 10.1134/S0022476614020140.
   Web of Science ®Google Scholar
• Peters, K.; Peters, E.-M.; Seefelder, M.; Quast, H. Crystal Structure of (Z,Z)-3,8-Bis[l-(Difluoroboryloxy)Ethylidene]decane2,9-Dione, C10H14O2(C2H3OBF2)2. Kristallogr. Z. New Cryst. Struct. 1999, 214, 537–538. DOI: 10.1515/ncrs-1999-0469.
   Web of Science ®Google Scholar
• Mirochnik, A. G.; Bukvetskii, B. V.; Gukhman, E. V.; Zhikhareva, P. A.; Karasev, V. E. Crystal Structure and Luminescence of Boron Difluoride Acetylacetonate. Russ. J. Gen. Chem. 2002, 72, 737–740. DOI: 10.1023/A:1019508318683.
   Web of Science ®Google Scholar
• Svistunova, I. V.; Tretyakova, G. O.; Puzyrkov, Z. N. Reaction of Selenyl Chlorides with β-Diketones. Russ. J. Gen. Chem. 2022, 92, 977–989. DOI: 10.1134/S1070363222060093.
   Web of Science ®Google Scholar
• Svistunova, I. V.; Fedorenko, E. V. α-Substituted Boron Difluoride Acetylacetonates. Russ. J. Gen. Chem. 2008, 78, 1515–1523. DOI: 10.1134/S1070363208080094.
   Web of Science ®Google Scholar
• Svistunova, I. V.; Shapkin, N. P.; Zyazeva, M. Y. Boron Difluoride Acetylacetonate Sulfenyl(Selenyl) Halides. Russ. J. Gen. Chem. 2010, 80, 2430–2437. DOI: 10.1134/S1070363210120054.
   Web of Science ®Google Scholar
• Bruker. APEX2. Bruker AXS Inc., Madison, WI, 2008.
   Google Scholar
• Sheldrick, G. M. SHELXT – Integrated Space-Group and Crystal-Structure Determination. Acta Crystallogr. A Found. Adv. 2015, 71, 3–8. DOI: 10.1107/S2053273314026370.
   PubMed Web of Science ®Google Scholar
• Sheldrick, G. M. Crystal Structure Refinement with SHELXL,. Acta Crystallogr. C Struct. Chem. 2015, 71, 3–8. DOI: 10.1107/S2053229614024218.
   PubMed Web of Science ®Google Scholar