Metal-catalysed C-H bond activation and borylation
Transition metal-catalysed direct borylation of hydrocarbons via C-H bond activation has received a remarkable level of attention as a popular reaction in the synthesis of organoboron compounds owing to their synthetic versatility. While controlling the site-selectivity was one of the most challengi...
Saved in:
| Published in | Chemical Society reviews Vol. 51; no. 12; pp. 542 - 51 |
|---|---|
| Main Authors | , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
England
Royal Society of Chemistry
20.06.2022
|
| Subjects | |
| Online Access | Get full text |
Cover
Loading…
| Summary: | Transition metal-catalysed direct borylation of hydrocarbons
via
C-H bond activation has received a remarkable level of attention as a popular reaction in the synthesis of organoboron compounds owing to their synthetic versatility. While controlling the site-selectivity was one of the most challenging issues in these C-H borylation reactions, enormous efforts of several research groups proved instrumental in dealing with selectivity issues that presently reached an impressive level for both proximal and distal C-H bond borylation reactions. For example, in the case of
ortho
C-H bond borylation reactions, innovative methodologies have been developed either by the modification of the directing groups attached with the substrates or by creating new catalytic systems
via
the design of new ligand frameworks. Whereas
meta
and
para
selective C-H borylations remained a formidable challenge, numerous innovative concepts have been developed within a very short period of time by the development of new catalytic systems with the employment of various noncovalent interactions. Moreover, significant advancements have occurred for aliphatic C(sp
3
)-H borylations as well as enantioselective borylations. In this review article, we aim to discuss and summarize the different approaches and findings related to the development of directed proximal
ortho
, distal
meta
/
para
, aliphatic (racemic and enantioselective) borylation reactions since 2014. Additionally, considering the C-H borylation reaction as one of the most important mainstream reactions, various applications of this C-H borylation reaction toward the synthesis of natural products, therapeutics, and applications in materials chemistry will be summarized in the last part of this review article.
Transition metal-catalysed direct borylation of hydrocarbons
via
C-H bond activation has received a remarkable level of attention as a popular reaction in the synthesis of organoboron compounds owing to their synthetic versatility. |
|---|---|
| Bibliography: | Mirja Md Mahamudul Hassan was born in Haldia, West Bengal, India. He obtained his BSc (2015) at Midnapore College under Vidyasagar University, and MSc (2017) at Indian Institute of Technology, Kharagpur, in chemistry. After MSc, he joined PhD at the Centre of Biomedical Research, Lucknow, India under the supervision of Professor Buddhadeb Chattopadhyay in 2017. He is currently interested in transition metal-catalysed C-H activation and borylation chemistry. Md Emdadul Hoque has received his BSc in chemistry from Krishnath College and MSc from the University of Kalyani. Then he joined the group of Professor Buddhadeb Chattopadhyay at the Centre of Biomedical Research, Lucknow, as a PhD student and was awarded in 2021. His research interest is focused on iridium metal catalysed proximal and distal C-H activation and borylation of arenes and heteroarenes. Ranjana Bisht was born and brought up in Lucknow (Uttar Pradesh), India. She completed her postgraduation from Lucknow University in 2012. Then she worked as an Assistant Professor in National Post Graduate College, Lucknow. In 2014, she joined the group of Professor Buddhadeb Chattopadhyay for pursuing PhD. Her doctoral work focused on the development of remote C-H borylation chemistry. Ranjana received the JNOST SAILIFE-Best Thesis Award (2019). After completing her PhD in 2019, she worked as a research associate in the same group. In November 2020, she joined the Procter group at the University of Manchester as an EPSRC post-doctoral fellow. Jagriti Chaturvedi was born in Varanasi, Uttar Pradesh, India and received her postgraduate degree (MSc in Chemistry) from Sri Agrasen Kanya P.G. College, Varanasi in 2013. She is currently pursuing her PhD under the supervision of Professor Buddhadeb Chattopadhyay at the Center of Biomedical Research, Lucknow. She is currently working on iridium-catalysed remote C-H bond activation and borylation chemistry. Chabush Haldar was born and raised in Malda, West Bengal, India. In 2015, he obtained his MSc in chemistry from the University of Gour Banga, West Bengal (Malda College). In November 2015, he joined the Centre of Biomedical Research, Lucknow for his PhD in the laboratories of Professor Buddhadeb Chattopadhyay. In 2016, he was awarded the best poster prize at XII J-NOST Conference, CDRI, Lucknow. He is currently interested in iridium-catalysed site-selective C-H bond borylation of arenes and heteroarenes. Buddhadeb was born and raised in Insura-Hooghly, West Bengal. He obtained his BSc (2001) in chemistry from the Burdwan University and MSc (2003) in chemistry from Visva-Bharati University. He completed his PhD in 2019 with Professor K. C. Majumdar. Buddhadeb spent around six years as a postdoctoral research associate in the University of Illinois at Chicago, USA, with Professor Vladimir Gevorgyan, and in Michigan State University, Michigan, USA, with Professor Milton R. Smith. In August 2014, he moved to the Centre of Biomedical Research (CBMR) Lucknow, India as a Ramanujan Fellow. In November 2016, he joined as an Assistant Professor and promoted to Associate Professor in November 2019. His research interest includes metal-catalysed C-H borylation chemistry (catalyst/ligand engineering) via noncovalent interactions and radical activation chemistry via denitrogenative annulation to obtain high value N-heterocycles. He is the recipient of Thieme Chemistry Journal Award (2017) and SERB-STAR Award (2019) for Science and Technology Research. ObjectType-Article-2 SourceType-Scholarly Journals-1 ObjectType-Feature-3 content type line 23 ObjectType-Review-1 |
| ISSN: | 0306-0012 1460-4744 |
| DOI: | 10.1039/d1cs01012c |