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S. Pastor, J. Spivack, L. Steinhuebel (1987)
6H-Dibenz[c,e][1,2]oxaphosphorins: synthesis and chemistryPhosphorus Sulfur and Silicon and The Related Elements, 31
J. Goldstein, A. Tarpley (1971)
Nuclear magnetic resonance spectra and substituent effects for symmetrically substituted dihalobiphenylsThe Journal of Physical Chemistry, 75
Chun-Shan Wang, J. Shieh (1998)
Synthesis and properties of epoxy resins containing 2-(6-oxid-6H-dibenz(c,e)(1,2) oxaphosphorin-6-yl) 1,4-benzenediol (II)Polymer, 39
T. Dürst, A. Gryff-Keller, J. Terpiński (1983)
Investigations on N,N-dialkylbenzamides by NMR spectroscopy: 5—Analysis of static and dynamic proton NMR spectra of 2-fluoro- and 2,6-difluoro-N,N-dimethyl- and N,N-diethyl-benzamides†Magnetic Resonance in Chemistry, 21
K. Stott, J. Keeler, Q. Van, A. Shaka (1997)
One-Dimensional NOE Experiments Using Pulsed Field GradientsJournal of Magnetic Resonance, 125
Péter Ábrányi‐Balogh, G. Keglevich (2011)
Practical Synthesis of 6-Chloro-dibenzo[c.e][1,2]oxaphosphorineSynthetic Communications, 41
H. Karlsen, P. Kolsaker, C. Romming, E. Uggerud (2002)
The analogy between CO and C(CN)2. Part 2.1 Structural properties of N,N-dialkylaminobenzamides and the analogously substituted 2-(phenylmethylene)propanedinitrilesJournal of The Chemical Society-perkin Transactions 1
A. Gryff-Keller, P. Szczeciński, H. Koziel (1989)
Barriers to rotation about the C(O)N bond in tricarbonylchromium complexes of aromatic N,N-dialkylamidesJournal of Organometallic Chemistry, 372
W. Mcfarlane, B. Wrackmeyer (1976)
Studies of nitrogen-15–phosphorus-31 nuclear spin–spin coupling by heteronuclear magnetic double resonanceJournal of The Chemical Society-dalton Transactions
V. Zinin, A. Il'yasov, U. Weber, G. Hägele, H. Thiele (1995)
The 19F NMR spectrum of bis-trifluoromethylmercury Hg(CF3)2 in the nematic phase: DAISY — a novel program system for the analysis and simulation of NMR spectraJournal of Fluorine Chemistry, 70
A. Gryff-Keller, P. Szczeciński (1978)
Remarks on the analysis of dynamic 1H NMR spectra of A3B2 ⇌ C3D2 spin systems. Internal rotation in N,N-diethylbenzamideMagnetic Resonance in Chemistry, 11
R. Harris, E. Becker, Sonia Menezes, R. Goodfellow, P. Granger (2001)
NMR nomenclature. Nuclear spin properties and conventions for chemical shifts(IUPAC Recommendations 2001)Pure and Applied Chemistry, 73
J. Ding, Zhiqiang Tao, Xiaobiao Zuo, L. Fan, Shi-yong Yang (2009)
Preparation and properties of halogen-free flame retardant epoxy resins with phosphorus-containing siloxanesPolymer Bulletin, 62
T. Prakasha, R. Day, R. Holmes (1994)
Pentacoordinated Molecules. 101. New Class of Bicyclic Oxyphosphoranes with an Oxaphosphorinane Ring: Molecular Structures and Activation Energies for Ligand ExchangeJournal of the American Chemical Society, 116
S. Wagner, M. Rakotomalala, Frédérick Chesneau, T. Zevaco, M. Döring (2012)
Spectral Assignment of Phenanthrene Derivatives Based on 6H-Dibenzo[C,E][1,2] Oxaphosphinine 6-Oxide by NMR and Quantum Chemical CalculationsPhosphorus, Sulfur, and Silicon and the Related Elements, 187
P. Kawski, A. Kochel, M. Perevozkina, A. Filarowski (2006)
The intramolecular hydrogen bond in 2-hydroxy-benzamidesJournal of Molecular Structure, 790
G. Keglevich, Helga Szelke, Andrea Kerényi, V. Kudar, Miklós Hanusz, K. Simon, T. Imre, K. Ludányi (2005)
New chiral P-ligands: P -amino- and P -cycloalkoxy dibenzo[ c . e ][1,2]oxaphosphorinesTetrahedron-asymmetry, 16
U. Weber, H. Thiele (2007)
NMR Spectroscopy: Modern Spectral Analysis
K. Gholivand, S. Ghadimi, H. Naderimanesh, A. Forouzanfar (2001)
Dependence of the long‐range phosphorus–hydrogen coupling constant nJP–H (n = 3,6,7) on the bond order between phosphorus and its substituents: preparation and spectroscopic characterization of several phosphoramidatesMagnetic Resonance in Chemistry, 39
M. Turnbull, D. Nelson, W. Lekouses, M. Sarnov, K. Tartarini, T. Huang (1990)
Rotational barriers in N,N-diethylbenzamides: substituent and solvent effectsTetrahedron, 46
J. Artner, M. Ciesielski, M. Ahlmann, O. Walter, M. Döring, Raul Perez, V. Altstädt, J. Sandler, B. Schartel (2007)
A Novel and Effective Synthetic Approach to 9,10-Dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPO) DerivativesPhosphorus, Sulfur, and Silicon and the Related Elements, 182
M. Yanagisawa, K. Hayamizu, O. Yamamoto (1987)
1H NMR parameters of chlorinated biphenylsMagnetic Resonance in Chemistry, 25
G. Keglevich, Helga Szelke, Andrea Kerényi, T. Imre, K. Ludányi, József Dukai, F. Nagy, P. Arányi (2004)
2‐Aryl‐dibenzo‐1,2‐oxaphosphorine as a ligand in borane and in Pt(II) complexesHeteroatom Chemistry, 15
G. Keglevich, Andrea Kerényi, B. Mayer, T. Körtvélyesi, K. Ludányi (2008)
Platinum(II) complexes of 2-alkoxy-dibenzo[c.e][1,2]oxaphosphorinesTransition Metal Chemistry, 33
A. König, E. Kroke (2011)
Methyl‐DOPO—a new flame retardant for flexible polyurethane foamPolymers for Advanced Technologies, 22
T. Nevalainen, E. Kolehmainen, E. Vilén (1995)
Substituent effects on 13C NMR parameters of chlorinated diphenyl ethers. A multiple linear regression analysisMagnetic Resonance in Chemistry, 33
J. Gloede, U. Pieper, B. Costisella, R. Krüger (2003)
Ein stabiles Trichlor‐oxyphosphoran mit einem OxaphosphorinringZeitschrift für anorganische und allgemeine Chemie, 629
ABSTRACT 2H‐Dibenzo(c.e)(1,2)oxaphosphorine 2‐oxide (HDOPO), 2‐(N,N‐diethylamino)‐dibenzo(c.e)(1,2)oxaphosphorine 2‐oxide (DEADOPO), and 2‐ethoxy‐dibenzo(c.e)(1,2)oxaphosphorine 2‐oxide (EtODOPO) are fully characterized in CDCl3 by 1H, 13C, 31P, and 15N NMR spectroscopy on 800‐ and 500‐MHz instruments. A strategy enabling their unambiguous signal assignment is presented, with special emphasis on 2D 1H,13C HMBC spectra. Additional line‐shape iterations of the aromatic 1H multiplets (ABCDX and ABCDEX spin systems) provided all long‐range nJH,H and nJP,H coupling constants with utmost precision. The experimental results augmented with those of the model compound phenylphosphonous acid clearly demonstrate that nJH,H couplings of the PH proton as well as the nJP,C values do not decrease in a monotonic manner with the number of intervening bonds from the phosphorus atom. This fact may potentially lead signal misassignments, if the analysis starts out from the coupling constants, as it occurred for HDOPO in the recent publication by Wagner et al. (Phosphorus, Sulfur and Silicon, 187, 2012, 781–798). The corrected assignment will be given in the present paper. Finally, the A2M3X or ABM3X type 1H spectral patterns of ethyl groups are also analyzed and explicit equations are derived to evaluate the strongly coupled ABM3X multiplets in EtODOPO.
Heteroatom Chemistry – Wiley
Published: May 1, 2016
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