Transamination chemistry of sodium TMP-zincate: synthesis and crystal structure of a chiral amidozincate

D.R. Armstrong, W. Clegg, S.H. Dale, Joaquin Garcia-Alvarez, R.W. Harrington, E. Hevia, G.W. Honeyman, A.R. Kennedy, R.E. Mulvey, C.T. O'Hara

Research output: Contribution to journalArticle

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Abstract

In a new type of reactivity for sodium TMP-zincate [(TMEDA) NaZn(Bu-t)(2)(TMP)] (1), transamination reactions with the amines diisopropylamine, DA(H), hexamethyldisilazane, HMDS(H) and chiral (R)-N-benzyl-alpha-methylbenzylamine have produced new sodium amido-di-tert-butyl zincates (all structurally characterised) with concomitant loss of TMP(H).
LanguageEnglish
Pages187-189
Number of pages2
JournalChemical Communications (London)
Issue number2
DOIs
Publication statusPublished - 2008

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Thymidine Monophosphate
Crystal structure
Sodium
Amines

Keywords

  • metal mediated zincation
  • directed ortho metalation
  • magnesium
  • amides
  • base
  • reactivity
  • complexes
  • alkoxides
  • alkyl

Cite this

Armstrong, D.R. ; Clegg, W. ; Dale, S.H. ; Garcia-Alvarez, Joaquin ; Harrington, R.W. ; Hevia, E. ; Honeyman, G.W. ; Kennedy, A.R. ; Mulvey, R.E. ; O'Hara, C.T. / Transamination chemistry of sodium TMP-zincate: synthesis and crystal structure of a chiral amidozincate. In: Chemical Communications (London). 2008 ; No. 2. pp. 187-189.
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abstract = "In a new type of reactivity for sodium TMP-zincate [(TMEDA) NaZn(Bu-t)(2)(TMP)] (1), transamination reactions with the amines diisopropylamine, DA(H), hexamethyldisilazane, HMDS(H) and chiral (R)-N-benzyl-alpha-methylbenzylamine have produced new sodium amido-di-tert-butyl zincates (all structurally characterised) with concomitant loss of TMP(H).",
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Transamination chemistry of sodium TMP-zincate: synthesis and crystal structure of a chiral amidozincate. / Armstrong, D.R.; Clegg, W.; Dale, S.H.; Garcia-Alvarez, Joaquin; Harrington, R.W.; Hevia, E.; Honeyman, G.W.; Kennedy, A.R.; Mulvey, R.E.; O'Hara, C.T.

In: Chemical Communications (London), No. 2, 2008, p. 187-189.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Transamination chemistry of sodium TMP-zincate: synthesis and crystal structure of a chiral amidozincate

AU - Armstrong, D.R.

AU - Clegg, W.

AU - Dale, S.H.

AU - Garcia-Alvarez, Joaquin

AU - Harrington, R.W.

AU - Hevia, E.

AU - Honeyman, G.W.

AU - Kennedy, A.R.

AU - Mulvey, R.E.

AU - O'Hara, C.T.

N1 - Strathprints' policy is to record up to 8 authors per publication, plus any additional authors based at the University of Strathclyde. More authors may be listed on the official publication than appear in the Strathprints' record.

PY - 2008

Y1 - 2008

N2 - In a new type of reactivity for sodium TMP-zincate [(TMEDA) NaZn(Bu-t)(2)(TMP)] (1), transamination reactions with the amines diisopropylamine, DA(H), hexamethyldisilazane, HMDS(H) and chiral (R)-N-benzyl-alpha-methylbenzylamine have produced new sodium amido-di-tert-butyl zincates (all structurally characterised) with concomitant loss of TMP(H).

AB - In a new type of reactivity for sodium TMP-zincate [(TMEDA) NaZn(Bu-t)(2)(TMP)] (1), transamination reactions with the amines diisopropylamine, DA(H), hexamethyldisilazane, HMDS(H) and chiral (R)-N-benzyl-alpha-methylbenzylamine have produced new sodium amido-di-tert-butyl zincates (all structurally characterised) with concomitant loss of TMP(H).

KW - metal mediated zincation

KW - directed ortho metalation

KW - magnesium

KW - amides

KW - base

KW - reactivity

KW - complexes

KW - alkoxides

KW - alkyl

UR - http://dx.doi.org/10.1039/b713987j

U2 - 10.1039/b713987j

DO - 10.1039/b713987j

M3 - Article

SP - 187

EP - 189

JO - Chemical Communications (London)

T2 - Chemical Communications (London)

JF - Chemical Communications (London)

SN - 0009-241X

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ER -