The α-effect in iminium ion catalysis

Julie L. Cavill, Richard L. Elliott, Gareth Evans, Ian L. Jones, James A. Platts, Antonio M. Ruda, Nicholas C. O. Tomkinson

Research output: Contribution to journalArticle

48 Citations (Scopus)

Abstract

The α-effect can be used as an effective means to promote iminium ion catalyzed transformations, providing acyclic scaffolds to aid in catalyst design. A thorough investigation of the structure-activity relationship of the catalyst architecture reveals optimal substituents of a disubstituted carbamate and a secondary alkyl group around a hydrazine scaffold. Mol. modeling investigations provide a mechanistic rationale to the results obsd.
LanguageUndefined/Unknown
Pages410-421
Number of pages12
JournalTetrahedron
Volume62
Issue number2-3
DOIs
Publication statusPublished - 2005

Keywords

  • ion catalysis
  • iminium ion catalysis
  • hydrazine scaffold

Cite this

Cavill, J. L., Elliott, R. L., Evans, G., Jones, I. L., Platts, J. A., Ruda, A. M., & Tomkinson, N. C. O. (2005). The α-effect in iminium ion catalysis. Tetrahedron, 62(2-3), 410-421. https://doi.org/10.1016/j.tet.2005.08.110
Cavill, Julie L. ; Elliott, Richard L. ; Evans, Gareth ; Jones, Ian L. ; Platts, James A. ; Ruda, Antonio M. ; Tomkinson, Nicholas C. O. / The α-effect in iminium ion catalysis. In: Tetrahedron. 2005 ; Vol. 62, No. 2-3. pp. 410-421.
@article{038e3eb4d6d8456ea0e45693467afebd,
title = "The α-effect in iminium ion catalysis",
abstract = "The α-effect can be used as an effective means to promote iminium ion catalyzed transformations, providing acyclic scaffolds to aid in catalyst design. A thorough investigation of the structure-activity relationship of the catalyst architecture reveals optimal substituents of a disubstituted carbamate and a secondary alkyl group around a hydrazine scaffold. Mol. modeling investigations provide a mechanistic rationale to the results obsd.",
keywords = "ion catalysis, iminium ion catalysis , hydrazine scaffold",
author = "Cavill, {Julie L.} and Elliott, {Richard L.} and Gareth Evans and Jones, {Ian L.} and Platts, {James A.} and Ruda, {Antonio M.} and Tomkinson, {Nicholas C. O.}",
year = "2005",
doi = "10.1016/j.tet.2005.08.110",
language = "Undefined/Unknown",
volume = "62",
pages = "410--421",
journal = "Tetrahedron",
issn = "0040-4020",
number = "2-3",

}

Cavill, JL, Elliott, RL, Evans, G, Jones, IL, Platts, JA, Ruda, AM & Tomkinson, NCO 2005, 'The α-effect in iminium ion catalysis' Tetrahedron, vol. 62, no. 2-3, pp. 410-421. https://doi.org/10.1016/j.tet.2005.08.110

The α-effect in iminium ion catalysis. / Cavill, Julie L.; Elliott, Richard L.; Evans, Gareth; Jones, Ian L.; Platts, James A.; Ruda, Antonio M.; Tomkinson, Nicholas C. O.

In: Tetrahedron, Vol. 62, No. 2-3, 2005, p. 410-421.

Research output: Contribution to journalArticle

TY - JOUR

T1 - The α-effect in iminium ion catalysis

AU - Cavill, Julie L.

AU - Elliott, Richard L.

AU - Evans, Gareth

AU - Jones, Ian L.

AU - Platts, James A.

AU - Ruda, Antonio M.

AU - Tomkinson, Nicholas C. O.

PY - 2005

Y1 - 2005

N2 - The α-effect can be used as an effective means to promote iminium ion catalyzed transformations, providing acyclic scaffolds to aid in catalyst design. A thorough investigation of the structure-activity relationship of the catalyst architecture reveals optimal substituents of a disubstituted carbamate and a secondary alkyl group around a hydrazine scaffold. Mol. modeling investigations provide a mechanistic rationale to the results obsd.

AB - The α-effect can be used as an effective means to promote iminium ion catalyzed transformations, providing acyclic scaffolds to aid in catalyst design. A thorough investigation of the structure-activity relationship of the catalyst architecture reveals optimal substituents of a disubstituted carbamate and a secondary alkyl group around a hydrazine scaffold. Mol. modeling investigations provide a mechanistic rationale to the results obsd.

KW - ion catalysis

KW - iminium ion catalysis

KW - hydrazine scaffold

U2 - 10.1016/j.tet.2005.08.110

DO - 10.1016/j.tet.2005.08.110

M3 - Article

VL - 62

SP - 410

EP - 421

JO - Tetrahedron

T2 - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 2-3

ER -

Cavill JL, Elliott RL, Evans G, Jones IL, Platts JA, Ruda AM et al. The α-effect in iminium ion catalysis. Tetrahedron. 2005;62(2-3):410-421. https://doi.org/10.1016/j.tet.2005.08.110