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Synthesis, Structure, and Spectroscopy of the Biscarboranyl Stannylenes (bc)Sn·THF and K(2)[(bc)Sn](2) (bc = 1,1′(ortho-Biscarborane)) and Dibiscarboranyl Ethene (bc)CH=CH(bc)
[Image: see text] Two compounds containing a Sn(II) atom supported by a bidentate biscarborane ligand have been synthesized via salt metathesis. The synthetic procedures for (bc)Sn·THF (bc = 1,1′ (ortho-carborane) (1) and K(2)[(bc)Sn](2) (2) involved the reaction of K(2)[bc] with SnCl(2) in either a...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10337257/ https://www.ncbi.nlm.nih.gov/pubmed/37448537 http://dx.doi.org/10.1021/acs.organomet.3c00190 |
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author | Phung, Alice C. Fettinger, James C. Power, Philip P. |
author_facet | Phung, Alice C. Fettinger, James C. Power, Philip P. |
author_sort | Phung, Alice C. |
collection | PubMed |
description | [Image: see text] Two compounds containing a Sn(II) atom supported by a bidentate biscarborane ligand have been synthesized via salt metathesis. The synthetic procedures for (bc)Sn·THF (bc = 1,1′ (ortho-carborane) (1) and K(2)[(bc)Sn](2) (2) involved the reaction of K(2)[bc] with SnCl(2) in either a THF solution (1) or in a benzene/dichloromethane solvent mixture (2). Using the same solvent conditions as those used for 2 but using a shorter reaction time gave a dibiscarboranyl ethene (3). The products were characterized by (1)H, (13)C, (11)B, (119)Sn NMR, UV–vis, and IR spectroscopy, and by X-ray crystallography. The diffraction data for 1 and 2 show that the Sn atom has a trigonal pyramid environment and is constrained by the bc ligand in a planar five-membered C(4)Sn heterocycle. The (119)Sn NMR spectrum of 1 displays a triplet of triplets pattern signal, which is unexpected given the absence of a Sn–H signal in the (1)H NMR, IR spectrum, and X-ray crystallographic data. However, a comparison with other organotin compounds featuring a Sn atom bonded to carboranes reveal similar multiplets in their (119)Sn NMR spectra, likely arising from long-range nuclear spin–spin coupling between the carboranyl (11)B and (119)Sn nuclei. Compound 3 displays structural and spectroscopic characteristics typical of conjugated alkenes. |
format | Online Article Text |
id | pubmed-10337257 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-103372572023-07-13 Synthesis, Structure, and Spectroscopy of the Biscarboranyl Stannylenes (bc)Sn·THF and K(2)[(bc)Sn](2) (bc = 1,1′(ortho-Biscarborane)) and Dibiscarboranyl Ethene (bc)CH=CH(bc) Phung, Alice C. Fettinger, James C. Power, Philip P. Organometallics [Image: see text] Two compounds containing a Sn(II) atom supported by a bidentate biscarborane ligand have been synthesized via salt metathesis. The synthetic procedures for (bc)Sn·THF (bc = 1,1′ (ortho-carborane) (1) and K(2)[(bc)Sn](2) (2) involved the reaction of K(2)[bc] with SnCl(2) in either a THF solution (1) or in a benzene/dichloromethane solvent mixture (2). Using the same solvent conditions as those used for 2 but using a shorter reaction time gave a dibiscarboranyl ethene (3). The products were characterized by (1)H, (13)C, (11)B, (119)Sn NMR, UV–vis, and IR spectroscopy, and by X-ray crystallography. The diffraction data for 1 and 2 show that the Sn atom has a trigonal pyramid environment and is constrained by the bc ligand in a planar five-membered C(4)Sn heterocycle. The (119)Sn NMR spectrum of 1 displays a triplet of triplets pattern signal, which is unexpected given the absence of a Sn–H signal in the (1)H NMR, IR spectrum, and X-ray crystallographic data. However, a comparison with other organotin compounds featuring a Sn atom bonded to carboranes reveal similar multiplets in their (119)Sn NMR spectra, likely arising from long-range nuclear spin–spin coupling between the carboranyl (11)B and (119)Sn nuclei. Compound 3 displays structural and spectroscopic characteristics typical of conjugated alkenes. American Chemical Society 2023-06-26 /pmc/articles/PMC10337257/ /pubmed/37448537 http://dx.doi.org/10.1021/acs.organomet.3c00190 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Phung, Alice C. Fettinger, James C. Power, Philip P. Synthesis, Structure, and Spectroscopy of the Biscarboranyl Stannylenes (bc)Sn·THF and K(2)[(bc)Sn](2) (bc = 1,1′(ortho-Biscarborane)) and Dibiscarboranyl Ethene (bc)CH=CH(bc) |
title | Synthesis,
Structure, and Spectroscopy of the Biscarboranyl
Stannylenes (bc)Sn·THF and K(2)[(bc)Sn](2) (bc = 1,1′(ortho-Biscarborane)) and Dibiscarboranyl Ethene (bc)CH=CH(bc) |
title_full | Synthesis,
Structure, and Spectroscopy of the Biscarboranyl
Stannylenes (bc)Sn·THF and K(2)[(bc)Sn](2) (bc = 1,1′(ortho-Biscarborane)) and Dibiscarboranyl Ethene (bc)CH=CH(bc) |
title_fullStr | Synthesis,
Structure, and Spectroscopy of the Biscarboranyl
Stannylenes (bc)Sn·THF and K(2)[(bc)Sn](2) (bc = 1,1′(ortho-Biscarborane)) and Dibiscarboranyl Ethene (bc)CH=CH(bc) |
title_full_unstemmed | Synthesis,
Structure, and Spectroscopy of the Biscarboranyl
Stannylenes (bc)Sn·THF and K(2)[(bc)Sn](2) (bc = 1,1′(ortho-Biscarborane)) and Dibiscarboranyl Ethene (bc)CH=CH(bc) |
title_short | Synthesis,
Structure, and Spectroscopy of the Biscarboranyl
Stannylenes (bc)Sn·THF and K(2)[(bc)Sn](2) (bc = 1,1′(ortho-Biscarborane)) and Dibiscarboranyl Ethene (bc)CH=CH(bc) |
title_sort | synthesis,
structure, and spectroscopy of the biscarboranyl
stannylenes (bc)sn·thf and k(2)[(bc)sn](2) (bc = 1,1′(ortho-biscarborane)) and dibiscarboranyl ethene (bc)ch=ch(bc) |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10337257/ https://www.ncbi.nlm.nih.gov/pubmed/37448537 http://dx.doi.org/10.1021/acs.organomet.3c00190 |
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