Synthesis and Single Crystal Structures of N-Substituted Benzamides and Their Chemoselective Selenation/Reduction Derivatives
Abstract
:1. Introduction
2. Results and Discussion
2.1. Synthesis and Characterization
2.2. Single Crystal Structure Analysis
3. Materials and Methods
3.1. General
Crystallography
3.2. Synthesis
3.2.1. General Procedure for Synthesis of Compounds 1–3
3.2.2. General Procedure for Synthesis of Compounds 4–9
3.2.3. General Procedure for Synthesis of Compounds 10–12
4. Conclusions
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
Sample Availability
References
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Compound | 3 | 7 | 10 | 11 | 12 |
---|---|---|---|---|---|
Formula | C14H11BrClNO | C25H22ClNO2 | C24H24BrNOSe | C24H24ClNOSe | C22H19BrClNOSe |
M | 324.60 | 403.91 | 501.32 | 456.87 | 507.72 |
Temperature/K | 93 | 93 | 173 | 173 | 173 |
Crystal system | triclinic | monoclinic | triclinic | triclinic | triclinic |
Space group | P | P21/c | P | P | P |
a/Å | 5.718 (3) | 6.00023 (18) | 9.2004 (17) | 9.1375 (12) | 9.98830 (10) |
b/Å | 7.296 (4) | 22.8404 (6) | 10.541 (3) | 10.6864 (14) | 10.0160 (2) |
c/Å | 15.461 (8) | 14.7270 (4) | 11.146 (3) | 11.1485 (15) | 12.3778 (18) |
α | 95.472 (13) | 101.842 (4) | 103.062 (4) | 99.855 (14) | |
β | 90.3200 (10) | 93.111 (3) | 94.351 (6) | 95.439 (3) | 110.822 (8) |
γ | 906.126 (12) | 90.478 (6) | 91.412 (4) | 108.988 (12) | |
U/A3 | 638.3 (6) | 2015.33 (10) | 1054.6 (5) | 1054.5 (2) | 1035.2 (2) |
Z | 2 | 4 | 2 | 2 | 2 |
µ/mm−1 | 3.424 | 0.211 | 3.695 | 1.922 | 3.890 |
Reflections collected | 8491 | 34,715 | 14,106 | 21,665 | 21,452 |
Independent reflections | 2296 | 4515 | 3785 | 3832 | 3776 |
Rint | 0.0769 | 0.0669 | 0.0448 | 0.0283 | 0.0314 |
R1 [I > 2σ (I)] | 0.0529 | 0.0341 | 0.0240 | 0.0304 | 0.0207 |
wR2 | 0.1479 | 0.0883 | 0.0768 | 0.0973 | 0.0569 |
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Hua, G.; Carpenter-Warren, C.L.; Cordes, D.B.; Slawin, A.M.Z.; Woollins, J.D. Synthesis and Single Crystal Structures of N-Substituted Benzamides and Their Chemoselective Selenation/Reduction Derivatives. Molecules 2021, 26, 2367. https://doi.org/10.3390/molecules26082367
Hua G, Carpenter-Warren CL, Cordes DB, Slawin AMZ, Woollins JD. Synthesis and Single Crystal Structures of N-Substituted Benzamides and Their Chemoselective Selenation/Reduction Derivatives. Molecules. 2021; 26(8):2367. https://doi.org/10.3390/molecules26082367
Chicago/Turabian StyleHua, Guoxiong, Cameron L. Carpenter-Warren, David B. Cordes, Alexandra M. Z. Slawin, and J. Derek Woollins. 2021. "Synthesis and Single Crystal Structures of N-Substituted Benzamides and Their Chemoselective Selenation/Reduction Derivatives" Molecules 26, no. 8: 2367. https://doi.org/10.3390/molecules26082367