Nucleophilic reactivity constants toward methyl iodide and trans-dichlorodi(pyridine)platinum(II)
Abstract
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTNucleophilic reactivity constants toward methyl iodide and trans-dichlorodi(pyridine)platinum(II)Ralph G. Pearson, Harold R. Sobel, and Jon SongstadCite this: J. Am. Chem. Soc. 1968, 90, 2, 319–326Publication Date (Print):January 1, 1968Publication History Published online1 May 2002Published inissue 1 January 1968https://pubs.acs.org/doi/10.1021/ja01004a021https://doi.org/10.1021/ja01004a021research-articleACS PublicationsRequest reuse permissionsArticle Views2288Altmetric-Citations403LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts
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Nitrite is a weak nucleophile and, in aqueous conditions at biological pH, will not easily react with electrophiles.
“Nitrite is a weak nucleophile [40], and in aqueous conditions and at biological pH, it will not easily react with electrophiles, also because of the solvation effects of water molecules.”
From On the chemical biology of the nitrite/sulfide interaction (2015) · cites this paper as [40]
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Tang, X., Zhang, B., He, Z., et al. (2007) · Advanced Synthesis & Catalysis · doi:10.1002/adsc.200700071 · Cited by 74 · see citing works
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Schrauzer, G. N. (1976) · Angewandte Chemie · doi:10.1002/ange.19760881403 · Cited by 72 · see citing works
Abraham, M. H., & Acree, W. E. (2010) · The Journal of Organic Chemistry · doi:10.1021/jo100292j · Cited by 70 · see citing works
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Beaver, M. G., Billings, S. B., & Woerpel, K. A. (2008) · Journal of the American Chemical Society · doi:10.1021/ja0767783 · Cited by 64 · see citing works
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Kessler, H., & Feigel, M. (1982) · Accounts of Chemical Research · doi:10.1021/ar00073a001 · Cited by 64 · see citing works
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Peloso, A. (1973) · Coordination Chemistry Reviews · doi:10.1016/s0010-8545(00)80233-7 · Cited by 64 · see citing works
Li, E., Chen, J., & Huang, Y. (2022) · Angewandte Chemie International Edition · doi:10.1002/anie.202202040 · Cited by 63 · see citing works
Quaderer, R., & Hilvert, D. (2002) · Chemical Communications · doi:10.1039/b208288h · Cited by 63 · see citing works
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Jaganyi, D., Tiba, F., Munro, O. Q., et al. (2006) · Dalton Transactions · doi:10.1039/b602950g · Cited by 61 · see citing works
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Galli, C., & Rappoport, Z. (2003) · Accounts of Chemical Research · doi:10.1021/ar030028q · Cited by 61 · see citing works
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Liotta, D. C., & Monahan, R. (1986) · Science · doi:10.1126/science.231.4736.356 · Cited by 57 · see citing works
Eberson, L. (1992) · J. Chem. Soc., Perkin Trans. 2 · doi:10.1039/p29920001807 · Cited by 57 · see citing works
Hostetler, E. D., Jonson, S. D., Welch, M. J., et al. (1998) · The Journal of Organic Chemistry · doi:10.1021/jo981619a · Cited by 55 · see citing works
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Rombach, M., & Vahrenkamp, H. (2001) · Inorganic Chemistry · doi:10.1021/ic010510+ · Cited by 55 · see citing works
Weinmaier, J. H., Brunnhuber, G., & Schmidpeter, A. (1980) · Chemische Berichte · doi:10.1002/cber.19801130621 · Cited by 53 · see citing works
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Alnasleh, B. K., Sherrill, W. M., Rubina, M. Y., et al. (2009) · Journal of the American Chemical Society · doi:10.1021/ja900634m · Cited by 51 · see citing works
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Rombach, M., Seebacher, J., Ji, M., et al. (2006) · Inorganic Chemistry · doi:10.1021/ic060301v · Cited by 51 · see citing works
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Pereira, S. I., Adrio, J., Silva, A. M. S., et al. (2005) · The Journal of Organic Chemistry · doi:10.1021/jo051701n · Cited by 51 · see citing works
Roberts, D. W., & Lepoittevin, J. (1998) · Springer eBooks · doi:10.1007/978-3-642-80331-4_6 · Cited by 50 · see citing works
Vier- und Fünfgliedrige phosphorheterocyclen
Weinmaier, J. H., Tautz, H., Schmidpeter, A., et al. (1980) · Journal of Organometallic Chemistry · doi:10.1016/s0022-328x(00)94400-0 · Cited by 50 · see citing works
Mobli, M., Morgenstern, D., King, G. F., et al. (2011) · Angewandte Chemie International Edition · doi:10.1002/anie.201104169 · Cited by 49 · see citing works
Richard, J. P., Huber, R. E., Heo, C., et al. (1996) · Biochemistry · doi:10.1021/bi961029b · Cited by 49 · see citing works
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Lacey, B. M., Eckenroth, B. E., Flemer, S., et al. (2008) · Biochemistry · doi:10.1021/bi800951f · Cited by 47 · see citing works
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Ngola, S. M., & Dougherty, D. A. (1996) · The Journal of Organic Chemistry · doi:10.1021/jo960521y · Cited by 46 · see citing works
Bunting, J. W., Mason, J. M., & Heo, C. K. M. (1994) · Journal of the Chemical Society Perkin Transactions 2 · doi:10.1039/p29940002291 · Cited by 46 · see citing works
- Authors
- Pearson, R. G., Sobel, H. R., & Songstad, J.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 1968-01
- Volume
- 90
- Issue
- 2
- Pages
- 319-326
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W2036857388
- Semantic Scholar
- 613127c88fc48462094c40dab33dd31235e754c5
- Cited by
- 455
- References
- 0
- Citations by year
- 2026: 2 · 2025: 7 · 2024: 3 · 2023: 8 · 2022: 7 · 2021: 7 · 2020: 1 · 2019: 7 · 2018: 7 · 2017: 5 · 2016: 5 · 2015: 8 · 2014: 19 · 2013: 10 · 2012: 13
- FWCI
- 8.21
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of the American Chemical Society (publishedVersion)
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Chemical Reaction Mechanisms
- Physical Sciences › Chemistry › Organic Chemistry › Inorganic and Organometallic Chemistry
- Health Sciences › Medicine › Oncology › Metal complexes synthesis and properties
- Keywords
- methyl iodide, nucleophilicity, nucleophilic substitution, platinum(II) complexes, pyridine ligands
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