Diverse derivatives of selenoureas: a synthetic and single crystal structural study

Guoxiong Hua; David B. Cordes; Junyi Du; Alexandra M. Z. Slawin; J. Derek Woollins

doi:10.3390/molecules23092143

Diverse derivatives of selenoureas: a synthetic and single crystal structural study

Guoxiong Hua, David B. Cordes, Junyi Du, Alexandra M. Z. Slawin, J. Derek Woollins

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Abstract

Reacting aroyl chlorides with an equivalent of potassium selenocyanate, followed by treating with an equivalent of 1,2,4-tri-tert-butylaniline at room temperature, resulted in the expected selenoureas and unusual diselenazoles. The selenation of selenourea by Woollins Reagent gave a new selenoformamide. Nucleophilic addition of selenoureas with acyl bromides led to the formation of new carbamimidoselenoates rather than the expected 1,3-selenazoles. The novel compounds prepared were characterised spectroscopically and crystallographically.

Original language	English
Article number	2143
Journal	Molecules
Volume	23
Issue number	9
DOIs	https://doi.org/10.3390/molecules23092143
Publication status	Published - 25 Aug 2018

Keywords

Selenoureas
Diselenazoles
Selenoformamide
1,3-Selenazoles
Woollin’s Reagent

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10.3390/molecules23092143Licence: CC BY

Woollins_2018_Mol_DivDerSel_CCBY-VoR
© 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
Final published version, 1.8 MBLicence: CC BY

Diverse derivatives of selenoureas: a synthetic and single crystal structural study (crystallography data)
Hua, G. (Creator), Cordes, D. B. (Creator), Du, J. (Creator), Slawin, A. M. Z. (Creator) & Woollins, J. D. (Creator), Cambridge Crystallographic Data Centre, 21 Feb 2019
https://dx.doi.org/10.5517/ccdc.csd.cc2093jz and 4 more links, https://dx.doi.org/10.5517/ccdc.csd.cc2093k0, https://dx.doi.org/10.5517/ccdc.csd.cc2093l1, https://dx.doi.org/10.5517/ccdc.csd.cc2093m2, https://dx.doi.org/10.5517/ccdc.csd.cc2093n3 (show fewer)
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title = "Diverse derivatives of selenoureas: a synthetic and single crystal structural study",

abstract = "Reacting aroyl chlorides with an equivalent of potassium selenocyanate, followed by treating with an equivalent of 1,2,4-tri-tert-butylaniline at room temperature, resulted in the expected selenoureas and unusual diselenazoles. The selenation of selenourea by Woollins Reagent gave a new selenoformamide. Nucleophilic addition of selenoureas with acyl bromides led to the formation of new carbamimidoselenoates rather than the expected 1,3-selenazoles. The novel compounds prepared were characterised spectroscopically and crystallographically.",

keywords = "Selenoureas, Diselenazoles, Selenoformamide, 1,3-Selenazoles, Woollin{\textquoteright}s Reagent",

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

note = "The authors are grateful to the University of St Andrews for financial support.",

year = "2018",

month = aug,

day = "25",

doi = "10.3390/molecules23092143",

language = "English",

volume = "23",

journal = "Molecules",

issn = "1420-3049",

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TY - JOUR

T1 - Diverse derivatives of selenoureas

T2 - a synthetic and single crystal structural study

AU - Hua, Guoxiong

AU - Cordes, David B.

AU - Du, Junyi

AU - Slawin, Alexandra M. Z.

AU - Woollins, J. Derek

N1 - The authors are grateful to the University of St Andrews for financial support.

PY - 2018/8/25

Y1 - 2018/8/25

N2 - Reacting aroyl chlorides with an equivalent of potassium selenocyanate, followed by treating with an equivalent of 1,2,4-tri-tert-butylaniline at room temperature, resulted in the expected selenoureas and unusual diselenazoles. The selenation of selenourea by Woollins Reagent gave a new selenoformamide. Nucleophilic addition of selenoureas with acyl bromides led to the formation of new carbamimidoselenoates rather than the expected 1,3-selenazoles. The novel compounds prepared were characterised spectroscopically and crystallographically.

AB - Reacting aroyl chlorides with an equivalent of potassium selenocyanate, followed by treating with an equivalent of 1,2,4-tri-tert-butylaniline at room temperature, resulted in the expected selenoureas and unusual diselenazoles. The selenation of selenourea by Woollins Reagent gave a new selenoformamide. Nucleophilic addition of selenoureas with acyl bromides led to the formation of new carbamimidoselenoates rather than the expected 1,3-selenazoles. The novel compounds prepared were characterised spectroscopically and crystallographically.

KW - Selenoureas

KW - Diselenazoles

KW - Selenoformamide

KW - 1,3-Selenazoles

KW - Woollin’s Reagent

U2 - 10.3390/molecules23092143

DO - 10.3390/molecules23092143

M3 - Article

SN - 1420-3049

VL - 23

JO - Molecules

JF - Molecules

IS - 9

M1 - 2143

ER -

Diverse derivatives of selenoureas: a synthetic and single crystal structural study

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Diverse derivatives of selenoureas: a synthetic and single crystal structural study (crystallography data)

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