| dc.contributor.author | Bradley, Lynn M. | |
| dc.contributor.author | Khani, Francesca | |
| dc.contributor.author | Fleming, Tina | |
| dc.contributor.author | Collins, Carleton | |
| dc.contributor.author | Tabakin, Erica R. | |
| dc.contributor.author | Hunt, David A. | |
| dc.date.accessioned | 2018-04-04T21:07:26Z | |
| dc.date.available | 2018-04-04T21:07:26Z | |
| dc.date.issued | 2016 | |
| dc.identifier.citation | Khani, F. , Fleming, T. , Collins, C. , Tabakin, E. , Bradley, L. and Hunt, D. (2016) Regioselectivity Differentiation in Metalations of 3,5-Dichloro-Tertiary versus Secondary Benzamides. International Journal of Organic Chemistry, 6, 142-146. | en_US |
| dc.identifier.uri | http://dx.doi.org/10.4236/ijoc.2016.62015 | |
| dc.description.abstract | Metalation regioslectivity of 3,5-dichlorobenzamides is a function of the type of amide (secondary versus tertiary) used in the sequence. Metalation at the 2-position (adjacent to the carboxamide functional group) occurs when the secondary benzamide is metalated with sec-butyllithium/ TMEDA mediated through complex-induced proximity effects (CIPE) process, whereas metalation with sec-butyllithium/TMEDA occurs exclusively at the 4-position when the tertiary benzamide is used under identical reaction conditions. | en_US |
| dc.language.iso | en_US | en_US |
| dc.publisher | Scientific Research Publishing | en_US |
| dc.subject | Directed Ortho-Metalation | en_US |
| dc.subject | Complex-Induced Proximity Effects (CIPE) | en_US |
| dc.subject | 3, 5-Dichlorobenzamides | en_US |
| dc.title | Regioselectivity Differentiation in Metalations of 3,5-Dichloro-Tertiary versus Secondary Benzamides | en_US |
| dc.type | Article | en_US |
| dc.type | Text | en_US |
| prism.publicationName | International Journal of Organic Chemistry | |
| prism.volume | 6 | |
| prism.publicationDate | 2016 | |
| prism.startingPage | 142 | |
| prism.endingPage | 146 | |
| dc.identifier.handle | https://dr.tcnj.edu/handle/2900/2230 | |
