Chiral AuI
- and AuIII
-Isothiourea Complexes: Synthesis, Characterization and Application

Danila Gasperini; Mark D. Greenhalgh; Rehan Imad; Shezaib Siddiqui; Anum Malik; Fizza Arshad; Muhammad Iqbal Choudhary; Abdullah M. Al-Majid; David B. Cordes; Alexandra M. Z. Slawin; Steven P. Nolan; Andrew D. Smith

doi:10.1002/chem.201804653

Chiral AuI - and AuIII -Isothiourea Complexes: Synthesis, Characterization and Application

Danila Gasperini, Mark D. Greenhalgh, Rehan Imad, Shezaib Siddiqui, Anum Malik, Fizza Arshad, Muhammad Iqbal Choudhary, Abdullah M. Al-Majid, David B. Cordes, Alexandra M. Z. Slawin, Steven P. Nolan, Andrew D. Smith

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

13 Scopus citations

Abstract

During an investigation into the potential union of Lewis basic isothiourea organocatalysis and gold catalysis, the formation of gold-isothiourea complexes was observed. These novel gold complexes were formed in high yield and were found to be air- and moisture stable. A series of neutral and cationic chiral gold(I) and gold(III) complexes bearing enantiopure isothiourea ligands was therefore synthesized and fully characterized. The steric and electronic properties of the isothiourea ligands was assessed through calculation of their percent buried volume and the synthesis and analysis of novel iridium(I)-isothiourea carbonyl complexes. The novel gold(I)- and gold(III)-isothiourea complexes have been applied in preliminary catalytic and biological studies, and display promising preliminary levels of catalytic activity and potency towards cancerous cell lines and clinically relevant enzymes.

Original language	English (US)
Pages (from-to)	1064-1075
Number of pages	12
Journal	Chemistry - A European Journal
Volume	25
Issue number	4
DOIs	https://doi.org/10.1002/chem.201804653
State	Published - Dec 21 2018
Externally published	Yes

Bibliographical note

KAUST Repository Item: Exported on 2021-03-11
Acknowledged KAUST grant number(s): OSR-2015-CCF-1974-03
Acknowledgements: A.D.S. thanks the Royal Society for a Wolfson Research Merit Award. We also thank the EPSRC UK National Mass Spectrometry Facility at Swansea University. S.P.N. thanks King Abdullah University of Science and Technology (Award No. OSR-2015-CCF-1974-03) and King Saud University for support via its DSFP program.
This publication acknowledges KAUST support, but has no KAUST affiliated authors.

ASJC Scopus subject areas

General Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access to Document

10.1002/chem.201804653

Cite this

@article{53965981337d403e9223cab1c845dd9d,

title = "Chiral AuI - and AuIII -Isothiourea Complexes: Synthesis, Characterization and Application",

abstract = "During an investigation into the potential union of Lewis basic isothiourea organocatalysis and gold catalysis, the formation of gold-isothiourea complexes was observed. These novel gold complexes were formed in high yield and were found to be air- and moisture stable. A series of neutral and cationic chiral gold(I) and gold(III) complexes bearing enantiopure isothiourea ligands was therefore synthesized and fully characterized. The steric and electronic properties of the isothiourea ligands was assessed through calculation of their percent buried volume and the synthesis and analysis of novel iridium(I)-isothiourea carbonyl complexes. The novel gold(I)- and gold(III)-isothiourea complexes have been applied in preliminary catalytic and biological studies, and display promising preliminary levels of catalytic activity and potency towards cancerous cell lines and clinically relevant enzymes.",

author = "Danila Gasperini and Greenhalgh, {Mark D.} and Rehan Imad and Shezaib Siddiqui and Anum Malik and Fizza Arshad and Choudhary, {Muhammad Iqbal} and Al-Majid, {Abdullah M.} and Cordes, {David B.} and Slawin, {Alexandra M. Z.} and Nolan, {Steven P.} and Smith, {Andrew D.}",

note = "KAUST Repository Item: Exported on 2021-03-11 Acknowledged KAUST grant number(s): OSR-2015-CCF-1974-03 Acknowledgements: A.D.S. thanks the Royal Society for a Wolfson Research Merit Award. We also thank the EPSRC UK National Mass Spectrometry Facility at Swansea University. S.P.N. thanks King Abdullah University of Science and Technology (Award No. OSR-2015-CCF-1974-03) and King Saud University for support via its DSFP program. This publication acknowledges KAUST support, but has no KAUST affiliated authors.",

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doi = "10.1002/chem.201804653",

language = "English (US)",

volume = "25",

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AU - Gasperini, Danila

AU - Greenhalgh, Mark D.

AU - Imad, Rehan

AU - Siddiqui, Shezaib

AU - Malik, Anum

AU - Arshad, Fizza

AU - Choudhary, Muhammad Iqbal

AU - Al-Majid, Abdullah M.

AU - Cordes, David B.

AU - Slawin, Alexandra M. Z.

AU - Nolan, Steven P.

AU - Smith, Andrew D.

N1 - KAUST Repository Item: Exported on 2021-03-11 Acknowledged KAUST grant number(s): OSR-2015-CCF-1974-03 Acknowledgements: A.D.S. thanks the Royal Society for a Wolfson Research Merit Award. We also thank the EPSRC UK National Mass Spectrometry Facility at Swansea University. S.P.N. thanks King Abdullah University of Science and Technology (Award No. OSR-2015-CCF-1974-03) and King Saud University for support via its DSFP program. This publication acknowledges KAUST support, but has no KAUST affiliated authors.

PY - 2018/12/21

Y1 - 2018/12/21

N2 - During an investigation into the potential union of Lewis basic isothiourea organocatalysis and gold catalysis, the formation of gold-isothiourea complexes was observed. These novel gold complexes were formed in high yield and were found to be air- and moisture stable. A series of neutral and cationic chiral gold(I) and gold(III) complexes bearing enantiopure isothiourea ligands was therefore synthesized and fully characterized. The steric and electronic properties of the isothiourea ligands was assessed through calculation of their percent buried volume and the synthesis and analysis of novel iridium(I)-isothiourea carbonyl complexes. The novel gold(I)- and gold(III)-isothiourea complexes have been applied in preliminary catalytic and biological studies, and display promising preliminary levels of catalytic activity and potency towards cancerous cell lines and clinically relevant enzymes.

AB - During an investigation into the potential union of Lewis basic isothiourea organocatalysis and gold catalysis, the formation of gold-isothiourea complexes was observed. These novel gold complexes were formed in high yield and were found to be air- and moisture stable. A series of neutral and cationic chiral gold(I) and gold(III) complexes bearing enantiopure isothiourea ligands was therefore synthesized and fully characterized. The steric and electronic properties of the isothiourea ligands was assessed through calculation of their percent buried volume and the synthesis and analysis of novel iridium(I)-isothiourea carbonyl complexes. The novel gold(I)- and gold(III)-isothiourea complexes have been applied in preliminary catalytic and biological studies, and display promising preliminary levels of catalytic activity and potency towards cancerous cell lines and clinically relevant enzymes.

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