Article
Chemistry, Multidisciplinary
Rebekah J. Jeans, Georgina M. Rosair, Alan J. Welch
Summary: This study presents the first example of controlled isomerization of a C,C'-bound bis(ortho-carborane) ligand to a C,B'-bound form without altering the rest of the molecule's structure. The different electron-donating properties of the C and B vertices in carboranes allow for fine-tuning the reactivity of the metal center.
CHEMICAL COMMUNICATIONS
(2021)
Article
Crystallography
Dipendu Mandal, Georgina M. Rosair
Summary: The metalation of a thallium salt with nickel fragments resulted in the formation of bis(nickelated) products, which were characterized and identified as different stereospecific species. The study also demonstrated the achievement of new structures by utilizing different nickel fragments in the metalation process.
Article
Chemistry, Multidisciplinary
Yunlong Zhao, Chen-Fei Liu, Leroy Qi Hao Lin, Albert S. C. Chan, Ming Joo Koh
Summary: In this study, a N-heterocyclic carbene-Ni-I catalytic species was used to achieve highly substituted alkenes from abundant monosubstituted substrates with excellent regio- and stereoselectivities. Trimethylsilyl triflate and trimethylamine additives were added to mediate the reaction, resulting in the generation of trisubstituted boron- and arene-containing trans alkenes. This method represents a significant addition to the toolbox of reactions for the concise synthesis of unsaturated biologically active compounds.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Betty A. Kustiana, Rebecca L. Melen, Louis C. Morrill
Summary: In this study, a one-pot synthesis of styrene derivatives was reported. This method involved a novel B(C6F5)3-catalyzed E-selective isomerization of readily accessible allyl silanes, followed by Hiyama coupling of the resulting versatile alkenyl silane intermediates. The approach allowed access to a wide range of styrene derivatives, including those with Lewis basic functional groups, which could not be obtained through the previously developed B(C6F5)3-catalyzed isomerization of allyl benzenes.
Article
Chemistry, Applied
Jianning Liao, Qihuan Han, Min Liu, Wangyu Shi, Jiaqing Xu, Wei Wang, Yongjun Wu, Hongchao Guo
Summary: Phosphine-catalyzed annulation of acidic hydrogen-tethered allylic carbonates with electron-deficient alkenes was achieved, providing various polysubstituted spirocyclohexenes, spirocyclohexanones or cyclohexanones in moderate to high yields under mild reaction conditions. The reactions were successfully scaled up and the products were further transformed. The acidic hydrogen-tethered allylic carbonates exhibited good reactivity and potential for broader applications.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Zi-Xuan Wang, Bi-Jie Li
Summary: This study reports an amide-directed, regiodivergent, and enantioselective hydroalkynylation reaction. The regioselectivity can be tuned by choosing appropriate ligands, leading to the formation of products with acyclic tertiary or quaternary stereocenters beta to an amide. Furthermore, an asymmetric conjugated alkynylation reaction was achieved through a sequence of alkene isomerization and regioselective hydroalkynylation.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Jeremy T. Maddigan-Wyatt, Mitchell T. Blyth, Jhi Ametovski, Michelle L. Coote, Joel F. Hooper, David W. Lupton
Summary: A phosphine-catalyzed approach to pyrrolines has been developed, involving two mechanistically unlinked catalytic processes, and successfully synthesizing various pyrrolines. The reaction shows high sensitivity to the selection of catalysts.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Inorganic & Nuclear
Chayan Pandya, Rakesh R. Panicker, Parth Senjaliya, M. K. Hima Hareendran, P. V. Anju, Sibasis Sarkar, Haamid Bhat, Prakash C. Jha, Koya Prabhakara Rao, Gregory S. Smith, Akella Sivaramakrishna
Summary: The study found that the nature of phosphine ligands plays a significant role in the isomerization of 1-alkenes, with chelated diphosphine leading to a relatively faster completion of internal isomerization reaction. Density functional theory calculations indicate that the reaction rate is linked to the relative stability of 1, 2, and 3, with the least stable 3 showing the highest reaction rate.
INORGANICA CHIMICA ACTA
(2021)
Review
Chemistry, Organic
Sheng Zhang, Michael Findlater
Summary: This review focuses on cobalt-catalyzed alkene isomerization, including positional isomerization, geometric isomerization, and cycloisomerization. Three main types of reaction mechanism have been discussed to help the reader better understand and make meaningful comparisons.
SYNTHESIS-STUTTGART
(2021)
Article
Chemistry, Physical
Magali Puillet, James Delorme, Delphine Crozet, Matthieu Humbert, David Gajan, Magali Bousquie, Delphine Blanc, Jean Raynaud, Vincent Monteil
Summary: Commercially available Ni(ii) and Co(ii) complexes act as catalysts for alkene/vinylsilane dehydrogenative silylation and hydrosilylation without external reducing agents. Ni is selective for DS products, while Co yields both HS and DS products, and all complexes efficiently induce silicone-oil crosslinking under a non-inert atmosphere.
CATALYSIS SCIENCE & TECHNOLOGY
(2021)
Article
Chemistry, Applied
Zinan Dai, Zehao Yu, Ying Bai, Jiayun Li, Jiajian Peng
Summary: A simple method for hydrosilylation of olefins using air-stable cobalt catalysts has been developed. The catalyst system consists of cobalt(II) salts and terpyridine derivatives, allowing for smooth processing under mild conditions without the need for Grignard reagents or NaHBEt(3) as an activator.
APPLIED ORGANOMETALLIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Xuchao Wang, Jing Xue, Zi-Qiang Rong
Summary: This study reports a highly efficient catalyst-tuned regio- and enantioselective hydroalkylation reaction for the divergent synthesis of chiral C2- and C3-alkylated pyrrolidines. The reaction uses readily available catalysts and chiral ligands to synthesize enantioenriched compounds with excellent regio- and enantioselectivity. It also demonstrates compatibility with complex substrates derived from a series of drugs and bioactive molecules, providing a distinct entry to more functionalized chiral N-heterocycles.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Wen-Wen Zhang, Bi-Jie Li
Summary: In this study, a new catalyst was developed for the enantioselective hydrosilylation of alkenes bearing a heteroatom substituent. Stereodivers synthesis could be achieved by regulating substrate geometry and ligand configuration.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Wen-Wen Zhang, Bi-Jie Li
Summary: An iridium-catalyzed enantioselective alkynylation of methylene CAH bonds gamma to the amide group is developed, providing rapid access to a wide range of stereodefined alkynylated compounds in good yields and good enantioselectivities.
TETRAHEDRON LETTERS
(2021)
Article
Chemistry, Organic
Yi-Sen Qian, Jin-Bo Zhao, Yun-He Xu
Summary: In this study, we developed a copper-catalyzed reaction for the synthesis of bis(silyl)-substituted vinylallenes under mild conditions. This reaction also allows for the decrease of electrocyclization temperature by installing bis(silyl) substituents. The method shows broad substrate scope and excellent stereoselectivity.
Article
Chemistry, Multidisciplinary
Khalid Aman, Giacomo Padroni, John A. Parkinson, Thomas Welte, Glenn A. Burley
CHEMISTRY-A EUROPEAN JOURNAL
(2019)
Article
Chemistry, Multidisciplinary
Giacomo Padroni, Jamie M. Withers, Andrea Taladriz-Sender, Linus F. Reichenbach, John A. Parkinson, Glenn A. Burley
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2019)
Article
Chemistry, Multidisciplinary
Isabelle Chambrier, David L. Hughes, Rebekah J. Jeans, Alan J. Welch, Peter H. M. Budzelaar, Manfred Bochmann
CHEMISTRY-A EUROPEAN JOURNAL
(2020)
Article
Chemistry, Physical
Georgina Zimbitas, Anna Jawor-Baczynska, Maria Jazmin Vesga, Nadeem Javid, Barry D. Moore, John Parkinson, Jan Sefcik
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS
(2019)
Article
Chemistry, Medicinal
Hasan Y. Alniss, Ini-Isabee Witzel, Mohammad H. Semreen, Pritam Kumar Panda, Yogendra Kumar Mishra, Rajeev Ahuja, John A. Parkinson
JOURNAL OF MEDICINAL CHEMISTRY
(2019)
Article
Chemistry, Inorganic & Nuclear
Amanda Benton, James D. Watson, Stephen M. Mansell, Georgina M. Rosair, Alan J. Welch
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2020)
Article
Biochemistry & Molecular Biology
Antony P. Y. Chan, Georgina M. Rosair, Alan J. Welch
Article
Chemistry, Multidisciplinary
Rebekah J. Jeans, Georgina M. Rosair, Alan J. Welch
Summary: This study presents the first example of controlled isomerization of a C,C'-bound bis(ortho-carborane) ligand to a C,B'-bound form without altering the rest of the molecule's structure. The different electron-donating properties of the C and B vertices in carboranes allow for fine-tuning the reactivity of the metal center.
CHEMICAL COMMUNICATIONS
(2021)
Article
Biochemistry & Molecular Biology
Stuart A. Macgregor, Alan J. Welch
Summary: A number of (hetero)boranes are known where an atom X connects a B-B bond on the open face. In this study, an approach to distinguish between X as a bridge or a vertex in a larger cluster is described. Atom X is found to be better regarded as a vertex, with a verticity of approximately 60-65%.
Article
Chemistry, Organic
Daniela Dimitrova, Connor McMahon, Alan R. Kennedy, John A. Parkinson, Stuart G. Leach, Lee T. Boulton, David D. Pascoe, John A. Murphy
Summary: A novel method utilizing novel Mannich-type salts was developed for the preparation of aminoalkylaminomethyl products. The method showed good nucleophile scope and was applicable to reactions under basic, acidic, and neutral conditions, successfully synthesizing a wide range of diamine products.
Article
Chemistry, Medicinal
Charlotte Hind, Melanie Clifford, Charlotte Woolley, Jane Harmer, Leah M. C. McGee, Izaak Tyson-Hirst, Henry J. Tait, Daniel P. Brooke, Stephanie J. Dancer, Iain S. Hunter, Colin J. Suckling, Rebecca Beveridge, John A. Parkinson, J. Mark Sutton, Fraser J. Scott
Summary: MGB-BP-3, a potential first-in-class antibiotic, has completed Phase IIa clinical trials for the treatment of Clostridioides difficile associated disease. It inhibits the growth of Gram-positive bacteria significantly, but has limited activity against Gram-negative bacteria. The mechanism of action involves interference with bacterial topoisomerases, highlighting the potential for further design iterations to achieve Gram-negative activity.
ACS INFECTIOUS DISEASES
(2022)
Article
Chemistry, Multidisciplinary
Gordon W. Honeyman, David R. Armstrong, William Clegg, Eva Hevia, Alan R. Kennedy, Ross McLellan, Samantha A. Orr, John A. Parkinson, Donna L. Ramsay, Stuart D. Robertson, Stephen Towie, Robert E. Mulvey
Article
Chemistry, Multidisciplinary
Andrew J. Smith, Daniela Dimitrova, Jude N. Arokianathar, Krystian Kolodziejczak, Allan Young, Mark Allisop, Darren L. Poole, Stuart G. Leach, John A. Parkinson, Tell Tuttle, John A. Murphy