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Crystal structure of 2-chloro-1,3-bis­(2,6-diiso­propyl­phen­yl)-1,3,2-di­aza­phospho­lidine 2-oxide

The title compound, C(26)H(38)ClN(2)OP, was synthesized by reacting phosphoryl chloride with N,N′-bis­(2,6-diiso­propyl­phen­yl)ethane-1,2-di­amine in the presence of N-methyl­morpholine which acted as an auxilliary base to quench the HCl released as a by-product. The resultant N-heterocyclic phosph...

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Autores principales: Veinot, Alex J., Hendsbee, Arthur D., Masuda, Jason D.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5418795/
https://www.ncbi.nlm.nih.gov/pubmed/28529787
http://dx.doi.org/10.1107/S2056989017005825
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author Veinot, Alex J.
Hendsbee, Arthur D.
Masuda, Jason D.
author_facet Veinot, Alex J.
Hendsbee, Arthur D.
Masuda, Jason D.
author_sort Veinot, Alex J.
collection PubMed
description The title compound, C(26)H(38)ClN(2)OP, was synthesized by reacting phosphoryl chloride with N,N′-bis­(2,6-diiso­propyl­phen­yl)ethane-1,2-di­amine in the presence of N-methyl­morpholine which acted as an auxilliary base to quench the HCl released as a by-product. The resultant N-heterocyclic phosphine five-membered ring adopts a half-chair conformation and features a tetra­coordinate P atom ligated by the chelating di­amine [P—N = 1.6348 (14) and 1.6192 (14) Å], one double-bonded O atom [P1—O1 = 1.4652 (12) Å] and one Cl atom [P1—Cl1 = 2.0592 (7) Å]. The sterically hindered 2,6-diiso­propyl­phenyl (Dipp) groups twist away from the central heterocycle, with torsion angles of −75.66 (19) and 83.39 (19)° for the P—N—C(ar)—C(ar) links. A number of intra­molecular C—H⋯N, C—H⋯O and C—H⋯Cl close contacts occur. In the crystal, mol­ecules are linked by C—H⋯O hydrogen bonds to generate [010] chains. C—H⋯π inter­actions are also observed.
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spelling pubmed-54187952017-05-19 Crystal structure of 2-chloro-1,3-bis­(2,6-diiso­propyl­phen­yl)-1,3,2-di­aza­phospho­lidine 2-oxide Veinot, Alex J. Hendsbee, Arthur D. Masuda, Jason D. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(26)H(38)ClN(2)OP, was synthesized by reacting phosphoryl chloride with N,N′-bis­(2,6-diiso­propyl­phen­yl)ethane-1,2-di­amine in the presence of N-methyl­morpholine which acted as an auxilliary base to quench the HCl released as a by-product. The resultant N-heterocyclic phosphine five-membered ring adopts a half-chair conformation and features a tetra­coordinate P atom ligated by the chelating di­amine [P—N = 1.6348 (14) and 1.6192 (14) Å], one double-bonded O atom [P1—O1 = 1.4652 (12) Å] and one Cl atom [P1—Cl1 = 2.0592 (7) Å]. The sterically hindered 2,6-diiso­propyl­phenyl (Dipp) groups twist away from the central heterocycle, with torsion angles of −75.66 (19) and 83.39 (19)° for the P—N—C(ar)—C(ar) links. A number of intra­molecular C—H⋯N, C—H⋯O and C—H⋯Cl close contacts occur. In the crystal, mol­ecules are linked by C—H⋯O hydrogen bonds to generate [010] chains. C—H⋯π inter­actions are also observed. International Union of Crystallography 2017-04-21 /pmc/articles/PMC5418795/ /pubmed/28529787 http://dx.doi.org/10.1107/S2056989017005825 Text en © Veinot et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Veinot, Alex J.
Hendsbee, Arthur D.
Masuda, Jason D.
Crystal structure of 2-chloro-1,3-bis­(2,6-diiso­propyl­phen­yl)-1,3,2-di­aza­phospho­lidine 2-oxide
title Crystal structure of 2-chloro-1,3-bis­(2,6-diiso­propyl­phen­yl)-1,3,2-di­aza­phospho­lidine 2-oxide
title_full Crystal structure of 2-chloro-1,3-bis­(2,6-diiso­propyl­phen­yl)-1,3,2-di­aza­phospho­lidine 2-oxide
title_fullStr Crystal structure of 2-chloro-1,3-bis­(2,6-diiso­propyl­phen­yl)-1,3,2-di­aza­phospho­lidine 2-oxide
title_full_unstemmed Crystal structure of 2-chloro-1,3-bis­(2,6-diiso­propyl­phen­yl)-1,3,2-di­aza­phospho­lidine 2-oxide
title_short Crystal structure of 2-chloro-1,3-bis­(2,6-diiso­propyl­phen­yl)-1,3,2-di­aza­phospho­lidine 2-oxide
title_sort crystal structure of 2-chloro-1,3-bis­(2,6-diiso­propyl­phen­yl)-1,3,2-di­aza­phospho­lidine 2-oxide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5418795/
https://www.ncbi.nlm.nih.gov/pubmed/28529787
http://dx.doi.org/10.1107/S2056989017005825
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