The aminolysis of phosphinates; the kinetics and mechanism of the aminolysis of phosphinate esters in acetonitrile
The aminolysis of aryl diphenylphosphinates, p-nitrophenyl diphenylphosphinothionate, -phosphinothioate, and -phosphinodithioate by n-butylamine, by the secondary amines piperidine, pyrrolidine, morpholine, and dipropylamine, as well as by a series of diamines, has been studied in acetonitrile. The...
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| المؤلف الرئيسي: | |
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| مؤلفون آخرون: | , , , , , |
| التنسيق: | article |
| منشور في: |
1986
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| الوصول للمادة أونلاين: | http://hdl.handle.net/10725/3329 http://www.nrcresearchpress.com/doi/abs/10.1139/v86-037#.V5mw3rh97y0 |
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| _version_ | 1864513460969144320 |
|---|---|
| author | Kabbani, Ahmad |
| author2 | Cook, Robert D. Samaha, Muna Daouk, Wafa A Hajj, Asaad N. Shayban, Fuad Tanelian, Ohannes V. |
| author2_role | author author author author author author |
| author_facet | Kabbani, Ahmad Cook, Robert D. Samaha, Muna Daouk, Wafa A Hajj, Asaad N. Shayban, Fuad Tanelian, Ohannes V. |
| author_role | author |
| dc.creator.none.fl_str_mv | Kabbani, Ahmad Cook, Robert D. Samaha, Muna Daouk, Wafa A Hajj, Asaad N. Shayban, Fuad Tanelian, Ohannes V. |
| dc.date.none.fl_str_mv | 1986 2016-03-15T09:43:58Z 2016-03-15T09:43:58Z 2016-03-15 |
| dc.identifier.none.fl_str_mv | 0008-4042 http://hdl.handle.net/10725/3329 Cook, R. D., Daouk, W. A., Hajj, A. N., Kabbani, A., Kurku, A., Samaha, M., ... & Tanielian, O. V. (1986). The aminolysis of phosphinates; the kinetics and mechanism of the aminolysis of phosphinate esters in acetonitrile. Canadian journal of chemistry, 64(2), 213-219. http://www.nrcresearchpress.com/doi/abs/10.1139/v86-037#.V5mw3rh97y0 |
| dc.language.none.fl_str_mv | en |
| dc.relation.none.fl_str_mv | Canadian Journal of Chemistry |
| dc.rights.*.fl_str_mv | info:eu-repo/semantics/openAccess |
| dc.title.none.fl_str_mv | The aminolysis of phosphinates; the kinetics and mechanism of the aminolysis of phosphinate esters in acetonitrile |
| dc.type.none.fl_str_mv | Article info:eu-repo/semantics/publishedVersion info:eu-repo/semantics/article |
| description | The aminolysis of aryl diphenylphosphinates, p-nitrophenyl diphenylphosphinothionate, -phosphinothioate, and -phosphinodithioate by n-butylamine, by the secondary amines piperidine, pyrrolidine, morpholine, and dipropylamine, as well as by a series of diamines, has been studied in acetonitrile. The general reactivity order is diamines > butylamine > sec-amines. Butylaminolysis follows a two-term rate law, one first order in amine and the other second order in amine. The second order in amine term predominates. sec-Amines and diamines follow a rate law which is first order in amine only. Leaving group effects, solvent effects, and activation parameters support a pathway which involves rate-determining collapse of a zwitterionic pentacoordinate intermediate. In the case of butylamine this collapse is general base catalyzed and for the diamines the reaction is intramolecularly general base catalyzed. |
| eu_rights_str_mv | openAccess |
| format | article |
| id | LAURepo_4dbe5030a48b48db39d4f0d9611f3613 |
| identifier_str_mv | 0008-4042 Cook, R. D., Daouk, W. A., Hajj, A. N., Kabbani, A., Kurku, A., Samaha, M., ... & Tanielian, O. V. (1986). The aminolysis of phosphinates; the kinetics and mechanism of the aminolysis of phosphinate esters in acetonitrile. Canadian journal of chemistry, 64(2), 213-219. |
| language_invalid_str_mv | en |
| network_acronym_str | LAURepo |
| network_name_str | Lebanese American University repository |
| oai_identifier_str | oai:laur.lau.edu.lb:10725/3329 |
| publishDate | 1986 |
| repository.mail.fl_str_mv | |
| repository.name.fl_str_mv | |
| repository_id_str | |
| spelling | The aminolysis of phosphinates; the kinetics and mechanism of the aminolysis of phosphinate esters in acetonitrileKabbani, AhmadCook, Robert D.Samaha, MunaDaouk, Wafa AHajj, Asaad N.Shayban, FuadTanelian, Ohannes V.The aminolysis of aryl diphenylphosphinates, p-nitrophenyl diphenylphosphinothionate, -phosphinothioate, and -phosphinodithioate by n-butylamine, by the secondary amines piperidine, pyrrolidine, morpholine, and dipropylamine, as well as by a series of diamines, has been studied in acetonitrile. The general reactivity order is diamines > butylamine > sec-amines. Butylaminolysis follows a two-term rate law, one first order in amine and the other second order in amine. The second order in amine term predominates. sec-Amines and diamines follow a rate law which is first order in amine only. Leaving group effects, solvent effects, and activation parameters support a pathway which involves rate-determining collapse of a zwitterionic pentacoordinate intermediate. In the case of butylamine this collapse is general base catalyzed and for the diamines the reaction is intramolecularly general base catalyzed.PublishedN/A2016-03-15T09:43:58Z2016-03-15T09:43:58Z19862016-03-15Articleinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article0008-4042http://hdl.handle.net/10725/3329Cook, R. D., Daouk, W. A., Hajj, A. N., Kabbani, A., Kurku, A., Samaha, M., ... & Tanielian, O. V. (1986). The aminolysis of phosphinates; the kinetics and mechanism of the aminolysis of phosphinate esters in acetonitrile. Canadian journal of chemistry, 64(2), 213-219.http://www.nrcresearchpress.com/doi/abs/10.1139/v86-037#.V5mw3rh97y0enCanadian Journal of Chemistryinfo:eu-repo/semantics/openAccessoai:laur.lau.edu.lb:10725/33292016-08-24T08:22:19Z |
| spellingShingle | The aminolysis of phosphinates; the kinetics and mechanism of the aminolysis of phosphinate esters in acetonitrile Kabbani, Ahmad |
| status_str | publishedVersion |
| title | The aminolysis of phosphinates; the kinetics and mechanism of the aminolysis of phosphinate esters in acetonitrile |
| title_full | The aminolysis of phosphinates; the kinetics and mechanism of the aminolysis of phosphinate esters in acetonitrile |
| title_fullStr | The aminolysis of phosphinates; the kinetics and mechanism of the aminolysis of phosphinate esters in acetonitrile |
| title_full_unstemmed | The aminolysis of phosphinates; the kinetics and mechanism of the aminolysis of phosphinate esters in acetonitrile |
| title_short | The aminolysis of phosphinates; the kinetics and mechanism of the aminolysis of phosphinate esters in acetonitrile |
| title_sort | The aminolysis of phosphinates; the kinetics and mechanism of the aminolysis of phosphinate esters in acetonitrile |
| url | http://hdl.handle.net/10725/3329 http://www.nrcresearchpress.com/doi/abs/10.1139/v86-037#.V5mw3rh97y0 |