The in situ generation of alk-1-ynyllead triacetates from terminal acetylenes by zinc-lead exchange and crystal structure of 2,4,7,9,13-pentamethyl-9-phenylethynyl-7,10-ethenospiro[5.5]undeca-1,4-diene-3, 8-dione

Christopher J. Parkinson; Trevor W. Hambley; John T. Pinhey

doi:10.1039/a608582b

The in situ generation of alk-1-ynyllead triacetates from terminal acetylenes by zinc-lead exchange and crystal structure of 2,4,7,9,13-pentamethyl-9-phenylethynyl-7,10-ethenospiro[5.5]undeca-1,4-diene-3, 8-dione

Christopher J. Parkinson
, Trevor W. Hambley
, John T. Pinhey

Dentistry and Medical Sciences

The University of Sydney

Research output: Contribution to journal › Article › peer-review

12 Citations (Scopus)

Abstract

Methods involving zinc-lead exchange for the one-pot conversion of terminal acetylenes into alk-1-ynyllead(IV) triacetates have been developed, and examples of the in situ C-alkynylation of a number of carbon nucleophiles are reported. An attempt to extend the reaction to phenols by treating 2,4,6-trimethylphenol with phenylethynyllead triacetate led to formation of the spiro dienone 16, the structure of which was determined by X-ray diffraction.

Original language	English
Pages (from-to)	1465-1468
Number of pages	4
Journal	Journal of the Chemical Society - Perkin Transactions 1
Issue number	10
DOIs	https://doi.org/10.1039/a608582b
Publication status	Published - 21 May 1997

Access to Document

10.1039/a608582b

Fingerprint

Dive into the research topics of 'The in situ generation of alk-1-ynyllead triacetates from terminal acetylenes by zinc-lead exchange and crystal structure of 2,4,7,9,13-pentamethyl-9-phenylethynyl-7,10-ethenospiro[5.5]undeca-1,4-diene-3, 8-dione'. Together they form a unique fingerprint.

Cite this

Parkinson, C. J., Hambley, T. W., & Pinhey, J. T. (1997). The in situ generation of alk-1-ynyllead triacetates from terminal acetylenes by zinc-lead exchange and crystal structure of 2,4,7,9,13-pentamethyl-9-phenylethynyl-7,10-ethenospiro[5.5]undeca-1,4-diene-3, 8-dione. Journal of the Chemical Society - Perkin Transactions 1, (10), 1465-1468. https://doi.org/10.1039/a608582b

Parkinson, Christopher J. ; Hambley, Trevor W. ; Pinhey, John T. / The in situ generation of alk-1-ynyllead triacetates from terminal acetylenes by zinc-lead exchange and crystal structure of 2,4,7,9,13-pentamethyl-9-phenylethynyl-7,10-ethenospiro[5.5]undeca-1,4-diene-3, 8-dione. In: Journal of the Chemical Society - Perkin Transactions 1. 1997 ; No. 10. pp. 1465-1468.

@article{ff82b13d2a224998ac5194078dfcd046,

title = "The in situ generation of alk-1-ynyllead triacetates from terminal acetylenes by zinc-lead exchange and crystal structure of 2,4,7,9,13-pentamethyl-9-phenylethynyl-7,10-ethenospiro[5.5]undeca-1,4-diene-3, 8-dione",

abstract = "Methods involving zinc-lead exchange for the one-pot conversion of terminal acetylenes into alk-1-ynyllead(IV) triacetates have been developed, and examples of the in situ C-alkynylation of a number of carbon nucleophiles are reported. An attempt to extend the reaction to phenols by treating 2,4,6-trimethylphenol with phenylethynyllead triacetate led to formation of the spiro dienone 16, the structure of which was determined by X-ray diffraction.",

author = "Parkinson, \{Christopher J.\} and Hambley, \{Trevor W.\} and Pinhey, \{John T.\}",

year = "1997",

month = may,

day = "21",

doi = "10.1039/a608582b",

language = "English",

pages = "1465--1468",

journal = "Journal of the Chemical Society - Perkin Transactions 1",

issn = "0300-922X",

publisher = "Royal Society of Chemistry",

number = "10",

}

Parkinson, CJ, Hambley, TW & Pinhey, JT 1997, 'The in situ generation of alk-1-ynyllead triacetates from terminal acetylenes by zinc-lead exchange and crystal structure of 2,4,7,9,13-pentamethyl-9-phenylethynyl-7,10-ethenospiro[5.5]undeca-1,4-diene-3, 8-dione', Journal of the Chemical Society - Perkin Transactions 1, no. 10, pp. 1465-1468. https://doi.org/10.1039/a608582b

The in situ generation of alk-1-ynyllead triacetates from terminal acetylenes by zinc-lead exchange and crystal structure of 2,4,7,9,13-pentamethyl-9-phenylethynyl-7,10-ethenospiro[5.5]undeca-1,4-diene-3, 8-dione. / Parkinson, Christopher J.; Hambley, Trevor W.; Pinhey, John T.
In: Journal of the Chemical Society - Perkin Transactions 1, No. 10, 21.05.1997, p. 1465-1468.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - The in situ generation of alk-1-ynyllead triacetates from terminal acetylenes by zinc-lead exchange and crystal structure of 2,4,7,9,13-pentamethyl-9-phenylethynyl-7,10-ethenospiro[5.5]undeca-1,4-diene-3, 8-dione

AU - Parkinson, Christopher J.

AU - Hambley, Trevor W.

AU - Pinhey, John T.

PY - 1997/5/21

Y1 - 1997/5/21

N2 - Methods involving zinc-lead exchange for the one-pot conversion of terminal acetylenes into alk-1-ynyllead(IV) triacetates have been developed, and examples of the in situ C-alkynylation of a number of carbon nucleophiles are reported. An attempt to extend the reaction to phenols by treating 2,4,6-trimethylphenol with phenylethynyllead triacetate led to formation of the spiro dienone 16, the structure of which was determined by X-ray diffraction.

AB - Methods involving zinc-lead exchange for the one-pot conversion of terminal acetylenes into alk-1-ynyllead(IV) triacetates have been developed, and examples of the in situ C-alkynylation of a number of carbon nucleophiles are reported. An attempt to extend the reaction to phenols by treating 2,4,6-trimethylphenol with phenylethynyllead triacetate led to formation of the spiro dienone 16, the structure of which was determined by X-ray diffraction.

UR - https://www.scopus.com/pages/publications/33748738949

UR - https://www.scopus.com/pages/publications/33748738949#tab=citedBy

U2 - 10.1039/a608582b

DO - 10.1039/a608582b

M3 - Article

AN - SCOPUS:33748738949

SN - 0300-922X

SP - 1465

EP - 1468

JO - Journal of the Chemical Society - Perkin Transactions 1

JF - Journal of the Chemical Society - Perkin Transactions 1

IS - 10

ER -

The in situ generation of alk-1-ynyllead triacetates from terminal acetylenes by zinc-lead exchange and crystal structure of 2,4,7,9,13-pentamethyl-9-phenylethynyl-7,10-ethenospiro[5.5]undeca-1,4-diene-3, 8-dione

Abstract

Access to Document

Other files and links

Fingerprint

Cite this