DFT study on α-regioselectivity of photo-organocatalytic functionalization of aldehydes

DFT study on α-regioselectivity of photo-organocatalytic functionalization of aldehydes Journal of Photochemistry and Photobiology A: Chemistry 355 (2018) 9–15 Contents lists available at ScienceDirect Journal of Photochemistry and Photobiology A: Chemistry journal homepa ge: www.elsev ier.com/locate/jphotochem DFT study on a-regioselectivity of photo-organocatalytic functionalization of aldehydes a b, b Yuhua Liu , Haizhu Yu *, Qing-Xiang Guo School of Chemistry and Chemical Engineering, Guangzhou University, Guangzhou, Guangdong 510006, China School of Chemistry and Chemical Engineering, Anhui University, Hefei, Anhui 230601, China A R T I C L E I N F O A B S T R A C T Article history: Density functional theory (DFT) study has been conducted to elucidate the key mechanistic Received 21 September 2017 Received in revised form 26 October 2017 transformations and the unique a-regioselectivity of alkylidene malonates towards the photoinitiated Accepted 31 October 2017 a-alkylation of aldehydes. The reaction between n-butyl aldehyde and diethyl methylenemalonate was Available online 18 December 2017 chosen as model reaction and the possible reaction pathways were computed. Our calculations reveal that a-alkylation of aldehydes with alkylidene malonates proceeds through a radical–radical coupling Keywords: pathway, instead of the radical chain or radical propagation pathway. This work demonstrates the details Alkylation of the mechanistic framework and rationalizes the a-regioselectivity http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Journal of Photochemistry and Photobiology A: Chemistry Elsevier

DFT study on α-regioselectivity of photo-organocatalytic functionalization of aldehydes

Loading next page...
 
/lp/elsevier/dft-study-on-regioselectivity-of-photo-organocatalytic-34teoHpiY7
Publisher
Elsevier
Copyright
Copyright © 2017 Elsevier Ltd
ISSN
1010-6030
eISSN
1873-2666
D.O.I.
10.1016/j.jphotochem.2017.10.060
Publisher site
See Article on Publisher Site

Abstract

Journal of Photochemistry and Photobiology A: Chemistry 355 (2018) 9–15 Contents lists available at ScienceDirect Journal of Photochemistry and Photobiology A: Chemistry journal homepa ge: www.elsev ier.com/locate/jphotochem DFT study on a-regioselectivity of photo-organocatalytic functionalization of aldehydes a b, b Yuhua Liu , Haizhu Yu *, Qing-Xiang Guo School of Chemistry and Chemical Engineering, Guangzhou University, Guangzhou, Guangdong 510006, China School of Chemistry and Chemical Engineering, Anhui University, Hefei, Anhui 230601, China A R T I C L E I N F O A B S T R A C T Article history: Density functional theory (DFT) study has been conducted to elucidate the key mechanistic Received 21 September 2017 Received in revised form 26 October 2017 transformations and the unique a-regioselectivity of alkylidene malonates towards the photoinitiated Accepted 31 October 2017 a-alkylation of aldehydes. The reaction between n-butyl aldehyde and diethyl methylenemalonate was Available online 18 December 2017 chosen as model reaction and the possible reaction pathways were computed. Our calculations reveal that a-alkylation of aldehydes with alkylidene malonates proceeds through a radical–radical coupling Keywords: pathway, instead of the radical chain or radical propagation pathway. This work demonstrates the details Alkylation of the mechanistic framework and rationalizes the a-regioselectivity

Journal

Journal of Photochemistry and Photobiology A: ChemistryElsevier

Published: Mar 15, 2018

References

You’re reading a free preview. Subscribe to read the entire article.


DeepDyve is your
personal research library

It’s your single place to instantly
discover and read the research
that matters to you.

Enjoy affordable access to
over 12 million articles from more than
10,000 peer-reviewed journals.

All for just $49/month

Explore the DeepDyve Library

Unlimited reading

Read as many articles as you need. Full articles with original layout, charts and figures. Read online, from anywhere.

Stay up to date

Keep up with your field with Personalized Recommendations and Follow Journals to get automatic updates.

Organize your research

It’s easy to organize your research with our built-in tools.

Your journals are on DeepDyve

Read from thousands of the leading scholarly journals from SpringerNature, Elsevier, Wiley-Blackwell, Oxford University Press and more.

All the latest content is available, no embargo periods.

See the journals in your area

DeepDyve Freelancer

DeepDyve Pro

Price
FREE
$49/month

$360/year
Save searches from
Google Scholar,
PubMed
Create lists to
organize your research
Export lists, citations
Read DeepDyve articles
Abstract access only
Unlimited access to over
18 million full-text articles
Print
20 pages/month
PDF Discount
20% off