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Synthesis and Characterization of Diselenide Derivatives of 4-Substituted-N, N-Diisopropylpyridine-2-Carboxamide : X-Ray Structure of Bis(3-(4-Chloro-N, N-Diisopropylpyridine-2-Carboxamide)) Diselenide

Published on July 2018 by Rupy Dhir, Khanesh Kumar
journal_cover_thumbnail

International Conference on Advances in Emerging Technology
Foundation of Computer Science USA
ICAET2017 - Number 1
July 2018
Authors: Rupy Dhir, Khanesh Kumar
b2b7c486-d2d1-4d01-bd08-3965414e4ebd

Rupy Dhir, Khanesh Kumar . Synthesis and Characterization of Diselenide Derivatives of 4-Substituted-N, N-Diisopropylpyridine-2-Carboxamide : X-Ray Structure of Bis(3-(4-Chloro-N, N-Diisopropylpyridine-2-Carboxamide)) Diselenide. International Conference on Advances in Emerging Technology. ICAET2017, 1 (July 2018), 17-21.

@article{
author = { Rupy Dhir, Khanesh Kumar },
title = { Synthesis and Characterization of Diselenide Derivatives of 4-Substituted-N, N-Diisopropylpyridine-2-Carboxamide : X-Ray Structure of Bis(3-(4-Chloro-N, N-Diisopropylpyridine-2-Carboxamide)) Diselenide },
journal = { International Conference on Advances in Emerging Technology },
issue_date = { July 2018 },
volume = { ICAET2017 },
number = { 1 },
month = { July },
year = { 2018 },
issn = 0975-8887,
pages = { 17-21 },
numpages = 5,
url = { /proceedings/icaet2017/number1/29638-7011/ },
publisher = {Foundation of Computer Science (FCS), NY, USA},
address = {New York, USA}
}
%0 Proceeding Article
%1 International Conference on Advances in Emerging Technology
%A Rupy Dhir
%A Khanesh Kumar
%T Synthesis and Characterization of Diselenide Derivatives of 4-Substituted-N, N-Diisopropylpyridine-2-Carboxamide : X-Ray Structure of Bis(3-(4-Chloro-N, N-Diisopropylpyridine-2-Carboxamide)) Diselenide
%J International Conference on Advances in Emerging Technology
%@ 0975-8887
%V ICAET2017
%N 1
%P 17-21
%D 2018
%I International Journal of Computer Applications
Abstract

The lithiation of 4-substituted-N,N-diisopropylpyridine-2-carboxamide (1a/1b/1c) and its application in the synthesis of diselenide derivatives was investigated. 1a, 1b and 1c were lithiated with 2 equiv. of n-BuLi or LDA at -78 °C. Addition of elemental selenium to the carbanion led to the formation of corresponding selenolate anions respectively. The selenolate anions were aerial oxidized to afford the corresponding diselenides. The prepared compounds have been characterized by single crystal X-ray crystallography, NMR (1H, 13C and 77Se), FTIR, elemental analysis and Mass spectroscopy. Crystal structure of bis(3-(4-chloro-N,N-diisopropylpyridine-2-carboxamide)) diselenide (3a) reveals an intramolecular secondary 1,4-type Se/Cl interaction.

References
  1. Sharma, S. ; Selvakumar, K. ; Singh, V. P. ; Zade, S. S. ; Singh, H. B. 2008, "Aspects of intramolecularly coordinated organochalcogen derivatives" Phosphorus, Sulfur, and Silicon, 183, 827-839.
  2. Mugesh, G. ; Singh, H. B. 2002, "Heteroatom-Directed Aromatic Lithiation:? A Versatile Route to the Synthesis of Organochalcogen (Se, Te) Compounds" Acc. Chem. Res. , 35, 226-236.
  3. Plano, D. ; Lizarraga, E. ; Font, M. ; Palop, J. A. ; Sanmartín, C. 2009, "Thermal stability and decomposition of sulphur and selenium compounds" J. Therm. Anal. Calorim. , 98, 559-566.
  4. Alcock N. W. 1972, Adv. Inorg. Chem. Radiochem. , 15, 1-58.
  5. Komatsu, H. ; Iwaoka, M. ; Tomoda, S. 1999, "Intramolecular non-bonded interaction between selenium and oxygen as revealed by 17O and 77Se NMR spectroscopy and natural bond orbital analysis" Chem. Commun. , 205.
  6. Minkin, V. I. ; Minyaev, R. M. 2000, "Aromatic stabilization of organochalcogen compounds with the intramolecular X?O (X = S, Se, Te) coordination" Mendeleev Commun. , 10, 171.
  7. Iwaoka, M. ; Komatsu, H. ; Katsuda, T. ; Tomoda, S. 2002, "Quantitative Evaluation of Weak Nonbonded Se•••F Interactions and Their Remarkable Nature as Orbital Interactions" J. Am. Chem. Soc. , 124, 1902.
  8. Mugesh, G. ; du Mont, W. -W. 2001, "Structure–activity correlation between natural glutathione peroxidase (GPx) and mimics: a biomimetic concept for the design and synthesis of more efficient GPx mimics" Chem. Eur. J. , 7, 1365.
  9. Kandasamy, K. ; Singh, H. B. ; Wolmershau ser, G. 2005, "Mercury chalcogenolates of a ligand having both sterically more bulkier and intramolecularly coordinating features: first isolation of a novel air stable mercury tellurolate" Inorg. Chim. Acta, 358, 207.
  10. Panda, A. ; Panda, S. ; Srivastva, K. ; Singh, H. B. 2011, "Chemistry of selenium/tellurium-containing Schiff base macrocycles" Inorg. Chim. Acta, 372, 17-31.
  11. Iwaoka, M. ; Isozumi, N. 2012, "Hypervalent Nonbonded Interactions of a Divalent Sulfur Atom. Implications in Protein Architecture and the Functions" Molecules, 17, 7266-7283.
  12. Cozzolino, A. F. ; Vargas-Baca, I. ; Mansour, S. ; Mahmoudkhani, A. H. 2005, "The Nature of the Supramolecular Association of 1,2,5-Chalcogenadiazoles" J. Am. Chem. Soc. , 127, 3184–3190.
  13. Taylor, J. C. ; Markham, G. D. 1999 "The Bifunctional Active Site of S-Adenosylmethionine Synthetase ROLES OF THE ACTIVE SITE ASPARTATES" J. Biol. Chem. , 274, 32909–32914.
  14. Bhasin, K. K. ; Singh, N. ; Doomra, S. ; Arora, E. ; Ram, G. ; Singh, S. ; Nagpal, Y. ; Mehta, S. K. ; Klapotke, T. M. 2007, "Regioselective synthesis of bis(2-halo-3-pyridyl) dichalcogenides (E = S, Se and Te): directed ortho-lithiation of 2-halopyridines" Bioinorg. Chem. Appl. , 69263.
  15. International Tables for X-ray Crystallography, 1974, Kynoch Press: Birmingham, England, IV.
  16. SMART and SAINT Software Reference Manuals, Version 6. 45, 2003, Bruker Analytical X-ray Systems, Inc. : Madison, WI.
  17. Sheldrick, G. M. SADABS, A Software for Empirical Absorption Correction, Version. 2. 05, 2002, University of Göttingen, Göttingen: Germany.
  18. XPREP, 5. 1 Ed. Siemens Industrial Automation Inc. , 1995, Madison: WI.
  19. Sheldrick, G. M. ; SHELXL97, Program for Crystal Structure Refinement, 2008, University of Göttingen, Göttingen: Germany.
  20. Riddick, J. A. ; Bunger, W. B. 1970, "Techniques of Chemistry: Organic Solvents", 3rd ed. , Wiley: New York.
  21. Sammakia, T. ; Stangeland, E. L. ; Whitcomb, M. C. 2002, "Total Synthesis of Caerulomycin C via the Halogen Dance Reaction"Org. Lett. , 4, 2385-2388.
Index Terms

Computer Science
Information Sciences

Keywords

Organochalcogen Diselenide Lithiation