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Title: Dimerization of terminal alkynes promoted by a heterobimetallic Zr/Co complex

Abstract

Enynes are signifcant synthetic intermediates that are also found in a variety of natural products and other biologically relevant molecules. The most atom economical synthetic route to enynes is via the direct coupling of readily available terminal alkyne precursors. Towards this end, we demonstrate the formation of 1,3-enynes from terminal alkynes facilitated by a reduced Zr IV/Co -I heterobimetallic complex. An intermediate is trapped as a tBuNC adduct, revealing that bimetallic activation of the terminal C-H bond of the alkyne is an essential mechanistic step.

Authors:
ORCiD logo [1];  [1];  [1];  [2]; ORCiD logo [3]; ORCiD logo [1]
  1. Department of Chemistry and Biochemistry, The Ohio State University, Columbus, USA
  2. Department of Chemistry, Brandeis University, Waltham, USA, School of Physical Science and Technology
  3. Department of Chemistry, Brandeis University, Waltham, USA
Publication Date:
Research Org.:
The Ohio State Univ., Columbus, OH (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22). Chemical Sciences, Geosciences & Biosciences Division
OSTI Identifier:
1597532
Grant/Contract Number:  
SC0019179
Resource Type:
Publisher's Accepted Manuscript
Journal Name:
Dalton Transactions
Additional Journal Information:
Journal Name: Dalton Transactions Journal Volume: 49 Journal Issue: 8; Journal ID: ISSN 1477-9226
Publisher:
Royal Society of Chemistry
Country of Publication:
United Kingdom
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Beattie, Jeffrey W., Wang, Canning, Zhang, Hongtu, Krogman, Jeremy P., Foxman, Bruce M., and Thomas, Christine M. Dimerization of terminal alkynes promoted by a heterobimetallic Zr/Co complex. United Kingdom: N. p., 2020. Web. doi:10.1039/D0DT00334D.
Beattie, Jeffrey W., Wang, Canning, Zhang, Hongtu, Krogman, Jeremy P., Foxman, Bruce M., & Thomas, Christine M. Dimerization of terminal alkynes promoted by a heterobimetallic Zr/Co complex. United Kingdom. doi:10.1039/D0DT00334D.
Beattie, Jeffrey W., Wang, Canning, Zhang, Hongtu, Krogman, Jeremy P., Foxman, Bruce M., and Thomas, Christine M. Tue . "Dimerization of terminal alkynes promoted by a heterobimetallic Zr/Co complex". United Kingdom. doi:10.1039/D0DT00334D.
@article{osti_1597532,
title = {Dimerization of terminal alkynes promoted by a heterobimetallic Zr/Co complex},
author = {Beattie, Jeffrey W. and Wang, Canning and Zhang, Hongtu and Krogman, Jeremy P. and Foxman, Bruce M. and Thomas, Christine M.},
abstractNote = {Enynes are signifcant synthetic intermediates that are also found in a variety of natural products and other biologically relevant molecules. The most atom economical synthetic route to enynes is via the direct coupling of readily available terminal alkyne precursors. Towards this end, we demonstrate the formation of 1,3-enynes from terminal alkynes facilitated by a reduced ZrIV/Co-I heterobimetallic complex. An intermediate is trapped as a tBuNC adduct, revealing that bimetallic activation of the terminal C-H bond of the alkyne is an essential mechanistic step.},
doi = {10.1039/D0DT00334D},
journal = {Dalton Transactions},
number = 8,
volume = 49,
place = {United Kingdom},
year = {2020},
month = {2}
}

Journal Article:
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