Chemical Reviews, volume 121, issue 12, pages 6915-6990

Photoclick Chemistry: A Bright Idea.

Benjamin Fairbanks 1
Laura K Macdougall 1
Sudheendran Mavila 1
Jasmine Sinha 1
Bruce E Kirkpatrick 1, 2, 3
Kristi S. Anseth 1, 2
C. Bowman 1, 4
1
 
Department of Chemical and Biological Engineering, University of Colorado, Boulder, Colorado 80303, United States
2
 
The BioFrontiers Institute, University of Colorado, Boulder, Colorado 80303, United States
3
 
Medical Scientist Training Program, School of Medicine, University of Colorado, Aurora, Coorado 80045, United States
4
 
Materials Science and Engineering Program, University of Colorado, Boulder, Colorado 80303, United States
Publication typeJournal Article
Publication date2021-04-09
Journal: Chemical Reviews
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor62.1
ISSN00092665, 15206890
General Chemistry
Abstract
At its basic conceptualization, photoclick chemistry embodies a collection of click reactions that are performed via the application of light. The emergence of this concept has had diverse impact over a broad range of chemical and biological research due to the spatiotemporal control, high selectivity, and excellent product yields afforded by the combination of light and click chemistry. While the reactions designated as "photoclick" have many important features in common, each has its own particular combination of advantages and shortcomings. A more extensive realization of the potential of this chemistry requires a broader understanding of the physical and chemical characteristics of the specific reactions. This review discusses the features of the most frequently employed photoclick reactions reported in the literature: photomediated azide-alkyne cycloadditions, other 1,3-dipolarcycloadditions, Diels-Alder and inverse electron demand Diels-Alder additions, radical alternating addition chain transfer additions, and nucleophilic additions. Applications of these reactions in a variety of chemical syntheses, materials chemistry, and biological contexts are surveyed, with particular attention paid to the respective strengths and limitations of each reaction and how that reaction benefits from its combination with light. Finally, challenges to broader employment of these reactions are discussed, along with strategies and opportunities to mitigate such obstacles.

Top-30

Citations by journals

2
4
6
8
10
Angewandte Chemie - International Edition
10 publications, 7.3%
Angewandte Chemie
10 publications, 7.3%
Chemical Communications
7 publications, 5.11%
Chemical Science
7 publications, 5.11%
Organic Letters
5 publications, 3.65%
Advanced Functional Materials
5 publications, 3.65%
Journal of Organic Chemistry
3 publications, 2.19%
Progress in Polymer Science
3 publications, 2.19%
Advanced Materials
3 publications, 2.19%
Chemistry - A European Journal
3 publications, 2.19%
Chemical Reviews
3 publications, 2.19%
Polymer Chemistry
3 publications, 2.19%
Nature Communications
3 publications, 2.19%
ACS applied materials & interfaces
2 publications, 1.46%
Molecules
2 publications, 1.46%
Journal of Polymer Science
2 publications, 1.46%
Small
2 publications, 1.46%
Journal of the American Chemical Society
2 publications, 1.46%
RSC Chemical Biology
2 publications, 1.46%
Chinese Journal of Chemistry
2 publications, 1.46%
Polymers from Renewable Resources
1 publication, 0.73%
International Journal of Molecular Sciences
1 publication, 0.73%
Photochemical and Photobiological Sciences
1 publication, 0.73%
Light: Science and Applications
1 publication, 0.73%
Communications Chemistry
1 publication, 0.73%
Materials and Design
1 publication, 0.73%
Cell Reports Physical Science
1 publication, 0.73%
Journal of Photochemistry and Photobiology A: Chemistry
1 publication, 0.73%
Carbohydrate Polymers
1 publication, 0.73%
2
4
6
8
10

Citations by publishers

5
10
15
20
25
30
35
40
45
50
Wiley
46 publications, 33.58%
American Chemical Society (ACS)
27 publications, 19.71%
Royal Society of Chemistry (RSC)
21 publications, 15.33%
Elsevier
19 publications, 13.87%
Springer Nature
12 publications, 8.76%
Multidisciplinary Digital Publishing Institute (MDPI)
6 publications, 4.38%
SAGE
1 publication, 0.73%
Cold Spring Harbor Laboratory
1 publication, 0.73%
Cambridge University Press
1 publication, 0.73%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 0.73%
5
10
15
20
25
30
35
40
45
50
  • We do not take into account publications without a DOI.
  • Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
  • Statistics recalculated weekly.

Are you a researcher?

Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
Share
Cite this
GOST |
Cite this
GOST Copy
Fairbanks B. et al. Photoclick Chemistry: A Bright Idea. // Chemical Reviews. 2021. Vol. 121. No. 12. pp. 6915-6990.
GOST all authors (up to 50) Copy
Fairbanks B., Macdougall L. K., Mavila S., Sinha J., Kirkpatrick B. E., Anseth K. S., Bowman C. Photoclick Chemistry: A Bright Idea. // Chemical Reviews. 2021. Vol. 121. No. 12. pp. 6915-6990.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1021/acs.chemrev.0c01212
UR - https://doi.org/10.1021/acs.chemrev.0c01212
TI - Photoclick Chemistry: A Bright Idea.
T2 - Chemical Reviews
AU - Kirkpatrick, Bruce E
AU - Anseth, Kristi S.
AU - Bowman, C.
AU - Fairbanks, Benjamin
AU - Macdougall, Laura K
AU - Mavila, Sudheendran
AU - Sinha, Jasmine
PY - 2021
DA - 2021/04/09 00:00:00
PB - American Chemical Society (ACS)
SP - 6915-6990
IS - 12
VL - 121
SN - 0009-2665
SN - 1520-6890
ER -
BibTex |
Cite this
BibTex Copy
@article{2021_Fairbanks,
author = {Bruce E Kirkpatrick and Kristi S. Anseth and C. Bowman and Benjamin Fairbanks and Laura K Macdougall and Sudheendran Mavila and Jasmine Sinha},
title = {Photoclick Chemistry: A Bright Idea.},
journal = {Chemical Reviews},
year = {2021},
volume = {121},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/acs.chemrev.0c01212},
number = {12},
pages = {6915--6990},
doi = {10.1021/acs.chemrev.0c01212}
}
MLA
Cite this
MLA Copy
Fairbanks, Benjamin, et al. “Photoclick Chemistry: A Bright Idea..” Chemical Reviews, vol. 121, no. 12, Apr. 2021, pp. 6915-6990. https://doi.org/10.1021/acs.chemrev.0c01212.
Found error?