Sequential olefination–dimerisation of benzylic dithioacetals by the nickel-catalysed reaction with methyl Grignard or zinc reagent

Yu, Lei; Lai, Guoqiao; Zhang, Pinglu; Li, Ze; Luh, Tien‐Yau

doi:10.1039/d2ra00841f

Cited by 2 publications

(2 citation statements)

References 26 publications

(18 reference statements)

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“…Conjugation between the silylene motif with the heteroaromatic ring through the Siheteroatom bond has been described. 64 By adopting the recently discovered tandem olefination dimerization of benzylic dithioacetals (eq 24), 65 polymer containing styrene motifs separated by isopropylidene spacers 33 were obtained from the nickel-catalyzed olefination of bis-dithioacetal 32 with MeZnI (eq 25). 66 The emission profiles of 33 of different m/n ratios are shown in Figure 3.…”

Section: Alt-isopropylidene-4β-styrylene Copolymersmentioning

confidence: 99%

A tribute to Professor Tien-Yau Luh

Lee¹

2023

Arkivoc

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Tien-Yau Luh was born in Wuhan on Mainland China in 1946 immediately after the end of World War II. The civil war in China had just started and the country was in chaos. In January of 1948, his father, a civil engineer, moved the family from Shanghai to Taipei where Dr. Luh grew up in a peaceful atmosphere. He had wanted to study chemistry since the age of sixteen, and was admitted to the National Taiwan University (NTU) in 1963. Inspired by Professor Yau-Tang Lin, his organic chemistry teacher, he was determined to pursue an academic career in this area. After graduation, he spent a year in Professor Lin's laboratory at NTU working on natural product isolation before undertaking the one-year mandatory military service in Taiwan. In 1969, he joined the University of Chicago and in 1974 was awarded his Ph.D. working on physical organic chemistry (with Leon M. Stock). He spent two years at the University of Minnesota as a postdoc studying synthetic methodology and heterocyclic chemistry (with Paul G. Gassman) and in 1976 at the Chinese University of Hong Kong as a lecturer in chemistry. He was promoted to Senior Lecturer in the mid-eighties and returned to his Alma Mater in 1988 as Professor of Chemistry. Throughout the years at NTU, he has held several prestigious professorships such as National Chair and NTU Chair and won numerous awards in Taiwan. From the fall of 2001 to 2004, he was on secondment from the NTU to serve as Director and Distinguished Research Fellow of the Institute of Chemistry, Academia Sinica. He has published over 305 papers and two books, delivered more than 300 research seminars all over the world including the prestigious Schulich Lecture in Technion, Israel, the Yoshida Lecture at Kyoto and Osaka, Japan and JSPS Visiting Professorship. He has served as a member of advisory boards for ChemComm,

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Section: Alt-isopropylidene-4β-styrylene Copolymersmentioning

confidence: 99%

A tribute to Professor Tien-Yau Luh

Lee¹

2023

Arkivoc

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“…The authors have cited additional references within the Supporting Information. [10f,12a, [14][15][16][17][18][19][20][21][22][23][24][25][26][27][28][29]…”

Section: Supporting Informationmentioning

confidence: 99%

Cobalt‐Catalyzed Multi‐Substituted Alkene Synthesis from 1,3‐Dithiolanes and Grignard Reagents

Davidson,

Anam,

Shi

et al. 2023

Asian J Org Chem

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The cobalt‐catalyzed reaction between 1,3‐dithiolanes and Grignard reagents, for the efficient synthesis of multi‐substituted alkene products, is described. The method was applicable to a variety of benzylic dithiolane substrates, affording di‐, tri‐, and tetra‐substituted 1,1‐diaryl alkene products in good to excellent yields. The use of benzylic Grignard reagents with aryl aldehyde‐derived 1,3‐dithiolanes enabled access to natural product‐derived stilbene architectures with exquisite E selectivity. The operational simplicity, low catalyst loadings, and scalability demonstrate the general utility of the method.

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Sequential olefination–dimerisation of benzylic dithioacetals by the nickel-catalysed reaction with methyl Grignard or zinc reagent

Abstract: The nickel-catalyzed olefination of benzylic dithioacetal with MeMgI or the corresponding zinc reagent generates Mg(ii) or Zn(ii) mercaptide which converts 2-arylpropene into dimer regioselectively.

Cited by 2 publications

References 26 publications

A tribute to Professor Tien-Yau Luh

A tribute to Professor Tien-Yau Luh

Cobalt‐Catalyzed Multi‐Substituted Alkene Synthesis from 1,3‐Dithiolanes and Grignard Reagents

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