Syntheses and structural study of phospholidines derived from aromatic amides

Francisco Javier Martínez-Martínez; José Luis León-Romo; Itzia I. Padilla-Martínez; Maria De Jesús Rosales-Hoz; Rosalinda Contreras

doi:10.1080/10426509608037968

Syntheses and structural study of phospholidines derived from aromatic amides

Francisco Javier Martínez-Martínez, José Luis León-Romo, Itzia I. Padilla-Martínez, Maria De Jesús Rosales-Hoz, Rosalinda Contreras

Unidad Profesional Interdisciplinaria de Biotecnología (UPIBI)

Research output: Contribution to journal › Article › peer-review

5 Scopus citations

Abstract

The preparation and structural study in solution by ¹H, ¹³C and ³¹P NMR spectroscopy of 2-dimethylamine-N-acetylbenzoxazaphospholidine 1b, 2-dimethylamine-N-acetylbenzo diazapbospholidine 2b, 2-dimethyl-N,N′-diacetylbenzoxazaphospholidine 3b, bis-[(2-dimethylamine)-N,N′-(benzoxazaphospholidine)]-1,2-ethane 4b, bis-[(2-dimethylamine)-N,N′-(benzoxazaphospholidine)]oxalyl 5b. The reaction of compounds 1b-5b with BH₃DMS afforded the corresponding P - BH₃ adducts without reducing the heterocycles, 1c-5c were also studied by ¹¹B NMR. The solid state structure determined by x-ray diffraction analysis of 1b and 3b shows phosphorus atoms with 45% of sp³ character and with the NMe₂ group in axial position.

Original language	English
Pages (from-to)	217-226
Number of pages	10
Journal	Phosphorus, Sulfur and Silicon and the Related Elements
Volume	115
DOIs	https://doi.org/10.1080/10426509608037968
State	Published - 1996

Keywords

Amides heterocycles
Aromatic phospholidines
NMR
Phosphorus-borane adducts
X-ray diffraction

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10.1080/10426509608037968

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title = "Syntheses and structural study of phospholidines derived from aromatic amides",

abstract = "The preparation and structural study in solution by 1H, 13C and 31P NMR spectroscopy of 2-dimethylamine-N-acetylbenzoxazaphospholidine 1b, 2-dimethylamine-N-acetylbenzo diazapbospholidine 2b, 2-dimethyl-N,N′-diacetylbenzoxazaphospholidine 3b, bis-[(2-dimethylamine)-N,N′-(benzoxazaphospholidine)]-1,2-ethane 4b, bis-[(2-dimethylamine)-N,N′-(benzoxazaphospholidine)]oxalyl 5b. The reaction of compounds 1b-5b with BH3DMS afforded the corresponding P - BH3 adducts without reducing the heterocycles, 1c-5c were also studied by 11B NMR. The solid state structure determined by x-ray diffraction analysis of 1b and 3b shows phosphorus atoms with 45% of sp3 character and with the NMe2 group in axial position.",

keywords = "Amides heterocycles, Aromatic phospholidines, NMR, Phosphorus-borane adducts, X-ray diffraction",

author = "Mart{\'i}nez-Mart{\'i}nez, {Francisco Javier} and Le{\'o}n-Romo, {Jos{\'e} Luis} and Padilla-Mart{\'i}nez, {Itzia I.} and Rosales-Hoz, {Maria De Jes{\'u}s} and Rosalinda Contreras",

year = "1996",

doi = "10.1080/10426509608037968",

language = "Ingl{\'e}s",

volume = "115",

pages = "217--226",

journal = "Phosphorus, Sulfur and Silicon and the Related Elements",

issn = "1042-6507",

}

TY - JOUR

T1 - Syntheses and structural study of phospholidines derived from aromatic amides

AU - Martínez-Martínez, Francisco Javier

AU - León-Romo, José Luis

AU - Padilla-Martínez, Itzia I.

AU - Rosales-Hoz, Maria De Jesús

AU - Contreras, Rosalinda

PY - 1996

Y1 - 1996

N2 - The preparation and structural study in solution by 1H, 13C and 31P NMR spectroscopy of 2-dimethylamine-N-acetylbenzoxazaphospholidine 1b, 2-dimethylamine-N-acetylbenzo diazapbospholidine 2b, 2-dimethyl-N,N′-diacetylbenzoxazaphospholidine 3b, bis-[(2-dimethylamine)-N,N′-(benzoxazaphospholidine)]-1,2-ethane 4b, bis-[(2-dimethylamine)-N,N′-(benzoxazaphospholidine)]oxalyl 5b. The reaction of compounds 1b-5b with BH3DMS afforded the corresponding P - BH3 adducts without reducing the heterocycles, 1c-5c were also studied by 11B NMR. The solid state structure determined by x-ray diffraction analysis of 1b and 3b shows phosphorus atoms with 45% of sp3 character and with the NMe2 group in axial position.

AB - The preparation and structural study in solution by 1H, 13C and 31P NMR spectroscopy of 2-dimethylamine-N-acetylbenzoxazaphospholidine 1b, 2-dimethylamine-N-acetylbenzo diazapbospholidine 2b, 2-dimethyl-N,N′-diacetylbenzoxazaphospholidine 3b, bis-[(2-dimethylamine)-N,N′-(benzoxazaphospholidine)]-1,2-ethane 4b, bis-[(2-dimethylamine)-N,N′-(benzoxazaphospholidine)]oxalyl 5b. The reaction of compounds 1b-5b with BH3DMS afforded the corresponding P - BH3 adducts without reducing the heterocycles, 1c-5c were also studied by 11B NMR. The solid state structure determined by x-ray diffraction analysis of 1b and 3b shows phosphorus atoms with 45% of sp3 character and with the NMe2 group in axial position.

KW - Amides heterocycles

KW - Aromatic phospholidines

KW - NMR

KW - Phosphorus-borane adducts

KW - X-ray diffraction

UR - http://www.scopus.com/inward/record.url?scp=0030524231&partnerID=8YFLogxK

U2 - 10.1080/10426509608037968

DO - 10.1080/10426509608037968

M3 - Artículo

SN - 1042-6507

VL - 115

SP - 217

EP - 226

JO - Phosphorus, Sulfur and Silicon and the Related Elements

JF - Phosphorus, Sulfur and Silicon and the Related Elements

ER -

Syntheses and structural study of phospholidines derived from aromatic amides

Abstract

Keywords

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