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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...

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Autores principales: Phung, Alice C., Fettinger, James C., Power, Philip P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
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.
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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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