Abstract:
4,4-Bis(trifluoromethyl)-4,5-dihydro-2-phenylbenzo[e]- and 4,4-bis(trifluoromethyl)-4,5-dihydro-2-phenyl-(4’-chlorobenzo)[e]-1,3,2-dioxaphosphepin-5-ones react with hexafluoroacetone to form unusual propeller type structures – 3,3,10,10-tetrakis-(trifluoromethyl)-1-phenyl-6,7-benzo- and 3,3,10,10-tetrakis(trifluoromethyl)-1-phenyl-6,7-(4’-chlorobenzo)-2,4,8,9-tetraoxa-1-phosphatricyclo[3.3.2.01,5]decenes (5-carbaphosphatrane derivatives), the structure of which has been determined by NMR spectroscopy and single crystal X-ray diffraction analysis.
Citation:
V. F. Mironov, Yu. Yu. Kotorova, L. M. Burnaeva, A. A. Balandina, Sh. K. Latypov, A. B. Dobrynin, A. T. Gubaidullin, I. A. Litvinov, R. Z. Musin, I. V. Konovalova, “Synthesis and crystal structure of 5-carbaphosphatranes containing a four-membered cycle”, Mendeleev Commun., 19:1 (2009), 34–36
Linking options:
https://www.mathnet.ru/eng/mendc3109
https://www.mathnet.ru/eng/mendc/v19/i1/p34
This publication is cited in the following 8 articles:
V. F. Mironov, G. A. Ivkova, I. A. Litvinov, D. R. Islamov, Kh. R. Khayarov, “Dimerization of Intermediate P+–C–O– Dipolar Ions into Carbaphosphatrane Derivatives during Intramolecular Cyclization of 2-R-4,4-Bis(trifluoromethyl)benzo[f][1,3,2]dioxaphosphepin-5-ones”, Russ J Org Chem, 58:8 (2022), 1099
V. F. Mironov, T. A. Baronova, M. N. Dimukhametov, R. R. Fayzullin, I. A. Litvinov, “The reaction of 4-(1,3,2-benzodioxaphosphol-2-yloxy)-3-tert-butylpent-4-en-2-one with hexafluoroacetone”, Mendeleev Commun., 29:5 (2019), 506–508
V. F. Mironov, M. N. Dimukhametov, E. V. Mironova, D. B. Krivolapov, L. M. Abdrakhmanova, “Caged C-P phosphoranes based on 2-(2-methyl-4-oxopent-2-yloxy)- and 2-[2-(methylcarbonyl)-1-phenoxy]-1,3,2-benzodioxaphospholes and diethyl mesoxalate”, Russ J Gen Chem, 85:2 (2015), 441
V. F. Mironov, T. A. Baronova, E. V. Mironova, M. N. Dimukhametov, D. B. Krivolapov, L. M. Abdrakhmanova, “Synthesis and steric structure of 3′,3′,5′-trimethyl-7′,7′-bis(trifluoromethyl)spiro[1,3,2-benzodioxaphosphole-2,1′-[2,6,8]trioxa[1λ5]phosphabicyclo[3.2.1]octane] and 3′,5′-dimethyl-7′,7′-bis(trifluoromethyl)spiro[1,3,2-benzodioxaphosphole-2,1′-[2,6,8]trioxa[1λ5]phosphabicyclo[3.2.1]oct[3]ene]”, Russ J Org Chem, 51:3 (2015), 401
M. N. Dimukhametov, V. F. Mironov, D. B. Krivolapov, E. V. Mironova, R. Z. Musin, “Formation of the cage-like phosphoranes with the P-C and P-N bonds in the reactions of 2-(2-benzylidenamino)phenoxy-4-tert-butylbenzo-1,3,2-dioxaphosphol with ethyl mesoxalate and ethyl trifluoropyruvate”, Russ Chem Bull, 62:4 (2013), 1091
V. F. Mironov, L. M. Burnaeva, Yu. Yu. Borisova, A. T. Gubaidullin, I. A. Litvinov, G. A. Ivkova, I. V. Konovalova, “Reactions of 2-phenyl-4,4-bis(trifluoromethyl)-4,5-dihydro-1,3,2-benzodioxaphosphepin-5-one with phenanthrenequinone and dibenzoyl”, Russ J Org Chem, 47:10 (2011), 1521
V. F. Mironov, Yu. Yu. Borisova, L. M. Burnaeva, D. B. Krivolapov, I. A. Litvinov, V. V. Zverev, R. Z. Musin, I. V. Konovalova, “An unusual cascade reaction of 4,5-dihydro-4,4-bis(trifluoromethyl)-2-phenyl-6,7-(4-chlorobenzo)[e]-1,3,2-dioxaphosphepin-5-one with chloral”, Mendeleev Commun., 20:1 (2010), 44–46
Vladimir F. Mironov, Yuliya Yu. Kotorova, Liliya M. Burnaeva, Alsu A. Balandina, Shamil K. Latypov, Alexey B. Dobrynin, Aidar T. Gubaidullin, Igor A. Litvinov, Rashid Z. Musin, Irina V. Konovalova, “ChemInform Abstract: Synthesis and Crystal Structure of 5‐Carbaphosphatranes (V) Containing a Four‐Membered Cycle.”, ChemInform, 40:29 (2009)