Reactivity of Woollins’ Reagent toward 2-en-1-imines (Schiff bases): a facile approach to synthesize new selenium-phosphorus-nitrogen heterocycles

Guoxiong Hua; David  B Cordes; Alexandra Slawin; J. Derek Woollins

doi:10.1002/ejic.201901030

Reactivity of Woollins’ Reagent toward 2-en-1-imines (Schiff bases): a facile approach to synthesize new selenium-phosphorus-nitrogen heterocycles

Guoxiong Hua, David B Cordes, Alexandra Slawin, J. Derek Woollins

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

Abstract

Woollins’ Reagent serves as a reductive cycloaddition reagent, reacting with 2‐en‐1‐imines containing a conjugated C=C bond group (Schiff bases) leading to a series of four‐, five‐, six‐membered 1,2‐azaphospholidines incorporating one or two N‐P=Se linkages. Ten single crystal X‐ray structures confirming the formation of these small N‐P‐Se heterocycles are reported.

Original language	English
Pages (from-to)	4682-4689
Journal	European Journal of Inorganic Chemistry
Volume	2019
Issue number	43
Early online date	4 Nov 2019
DOIs	https://doi.org/10.1002/ejic.201901030
Publication status	Published - 24 Nov 2019

Keywords

Selenium
Woollins’ Reagent
Synthesis
Phosphorus-selenium-nitrogen hetrocycles
X-ray structure

Access to Document

10.1002/ejic.201901030

Hua_2019_EJIC_Phosphorus-chalcogen_AAM
Copyright © 2019 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim. This work has been made available online in accordance with publisher policies or with permission. Permission for further reuse of this content should be sought from the publisher or the rights holder. This is the author created accepted manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1002/ejic.201901030
Accepted author manuscript, 1.7 MB

Phosphorus-chalcogen chemistry reactivity of Woollins’ Reagent toward 2-En-1-imines (Schiff bases): a facile approach to synthesize new selenium-phosphorus-nitrogen heterocycles (dataset)
Hua, G. (Creator), Cordes, D. B. (Creator), Slawin, A. M. Z. (Creator) & Woollins, J. D. (Creator), Cambridge Crystallographic Data Centre, 2019
https://dx.doi.org/10.5517/ccdc.csd.cc230rc8 and 9 more links, https://dx.doi.org/10.5517/ccdc.csd.cc230rd9, https://dx.doi.org/10.5517/ccdc.csd.cc230rfb, https://dx.doi.org/10.5517/ccdc.csd.cc230rgc, https://dx.doi.org/10.5517/ccdc.csd.cc230rhd, https://dx.doi.org/10.5517/ccdc.csd.cc230rjf, https://dx.doi.org/10.5517/ccdc.csd.cc230rkg, https://dx.doi.org/10.5517/ccdc.csd.cc230rlh, https://dx.doi.org/10.5517/ccdc.csd.cc230rmj, https://dx.doi.org/10.5517/ccdc.csd.cc230rnk (show fewer)
Dataset

Cite this

@article{57d0fb4adf184a94bf685d1d7de66e81,

title = "Reactivity of Woollins{\textquoteright} Reagent toward 2-en-1-imines (Schiff bases): a facile approach to synthesize new selenium-phosphorus-nitrogen heterocycles",

abstract = "Woollins{\textquoteright} Reagent serves as a reductive cycloaddition reagent, reacting with 2‐en‐1‐imines containing a conjugated C=C bond group (Schiff bases) leading to a series of four‐, five‐, six‐membered 1,2‐azaphospholidines incorporating one or two N‐P=Se linkages. Ten single crystal X‐ray structures confirming the formation of these small N‐P‐Se heterocycles are reported.",

keywords = "Selenium, Woollins{\textquoteright} Reagent, Synthesis, Phosphorus-selenium-nitrogen hetrocycles, X-ray structure",

author = "Guoxiong Hua and Cordes, {David B} and Alexandra Slawin and Woollins, {J. Derek}",

note = "Authors are grateful to the University of St Andrews for financial support and the EPSRC National Mass Spectrometry Service Centre (Swansea) for mass spectral measurements.",

year = "2019",

month = nov,

day = "24",

doi = "10.1002/ejic.201901030",

language = "English",

volume = "2019",

pages = "4682--4689",

journal = "European Journal of Inorganic Chemistry",

issn = "1434-1948",

publisher = "Wiley-Blackwell",

number = "43",

}

TY - JOUR

T1 - Reactivity of Woollins’ Reagent toward 2-en-1-imines (Schiff bases)

T2 - a facile approach to synthesize new selenium-phosphorus-nitrogen heterocycles

AU - Hua, Guoxiong

AU - Cordes, David B

AU - Slawin, Alexandra

AU - Woollins, J. Derek

N1 - Authors are grateful to the University of St Andrews for financial support and the EPSRC National Mass Spectrometry Service Centre (Swansea) for mass spectral measurements.

PY - 2019/11/24

Y1 - 2019/11/24

N2 - Woollins’ Reagent serves as a reductive cycloaddition reagent, reacting with 2‐en‐1‐imines containing a conjugated C=C bond group (Schiff bases) leading to a series of four‐, five‐, six‐membered 1,2‐azaphospholidines incorporating one or two N‐P=Se linkages. Ten single crystal X‐ray structures confirming the formation of these small N‐P‐Se heterocycles are reported.

AB - Woollins’ Reagent serves as a reductive cycloaddition reagent, reacting with 2‐en‐1‐imines containing a conjugated C=C bond group (Schiff bases) leading to a series of four‐, five‐, six‐membered 1,2‐azaphospholidines incorporating one or two N‐P=Se linkages. Ten single crystal X‐ray structures confirming the formation of these small N‐P‐Se heterocycles are reported.

KW - Selenium

KW - Woollins’ Reagent

KW - Synthesis

KW - Phosphorus-selenium-nitrogen hetrocycles

KW - X-ray structure

U2 - 10.1002/ejic.201901030

DO - 10.1002/ejic.201901030

M3 - Article

SN - 1434-1948

VL - 2019

SP - 4682

EP - 4689

JO - European Journal of Inorganic Chemistry

JF - European Journal of Inorganic Chemistry

IS - 43

ER -

Reactivity of Woollins’ Reagent toward 2-en-1-imines (Schiff bases): a facile approach to synthesize new selenium-phosphorus-nitrogen heterocycles

Abstract

Keywords

Access to Document

Fingerprint

Datasets

Phosphorus-chalcogen chemistry reactivity of Woollins’ Reagent toward 2-En-1-imines (Schiff bases): a facile approach to synthesize new selenium-phosphorus-nitrogen heterocycles (dataset)

Cite this