π-bonded quinonoid transition-metal complexes

Jeffrey A. Reingold, Seung Uk Son, Sang Bok Kim, Conor A. Dullaghan, Moonhyun Oh, Paul C. Frake, Gene B. Carpenter, Dwight A. Sweigart

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Coordination of the carbocyclic ring of hydroquinones to electrophilic transition-metal fragments such as Mn(CO) 3 + and Rh(COD) + produces stable π-bonded η 6-complexes that are activated to facile reversible deprotonation of the -OH groups. The deprotonations are accompanied by electron transfer to the transition metal, which acts as an internal oxidizing agent or electron sink. With manganese as the metal, the resulting η 5-semiquinone and η 4- quinone complexes have been used to synthesize one- two- and three-dimensional polymeric metal-organometallic coordination networks. With rhodium as the metal, the π-quinonoid complexes have been demonstrated to play a unique role in multifunctional C-C coupling catalysis and in the synthesis of new organolithium reagents. Both classes of π-quinonoid complexes appear to have significant applications in nanochemistry by providing an excellent vehicle for templating the directed self-assembly of nanoparticles into functional materials.

Original languageEnglish
Pages (from-to)2385-2398
Number of pages14
JournalDalton Transactions
Issue number20
DOIs
Publication statusPublished - 2006 Jun 2

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Coordination Complexes
Transition metals
Deprotonation
Metals
Hydroquinones
Rhodium
Functional materials
Electrons
Organometallics
Carbon Monoxide
Manganese
Oxidants
Self assembly
Catalysis
Nanoparticles

All Science Journal Classification (ASJC) codes

  • Inorganic Chemistry

Cite this

Reingold, J. A., Uk Son, S., Bok Kim, S., Dullaghan, C. A., Oh, M., Frake, P. C., ... Sweigart, D. A. (2006). π-bonded quinonoid transition-metal complexes. Dalton Transactions, (20), 2385-2398. https://doi.org/10.1039/b602678h
Reingold, Jeffrey A. ; Uk Son, Seung ; Bok Kim, Sang ; Dullaghan, Conor A. ; Oh, Moonhyun ; Frake, Paul C. ; Carpenter, Gene B. ; Sweigart, Dwight A. / π-bonded quinonoid transition-metal complexes. In: Dalton Transactions. 2006 ; No. 20. pp. 2385-2398.
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Reingold, JA, Uk Son, S, Bok Kim, S, Dullaghan, CA, Oh, M, Frake, PC, Carpenter, GB & Sweigart, DA 2006, 'π-bonded quinonoid transition-metal complexes', Dalton Transactions, no. 20, pp. 2385-2398. https://doi.org/10.1039/b602678h

π-bonded quinonoid transition-metal complexes. / Reingold, Jeffrey A.; Uk Son, Seung; Bok Kim, Sang; Dullaghan, Conor A.; Oh, Moonhyun; Frake, Paul C.; Carpenter, Gene B.; Sweigart, Dwight A.

In: Dalton Transactions, No. 20, 02.06.2006, p. 2385-2398.

Research output: Contribution to journalArticle

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Reingold JA, Uk Son S, Bok Kim S, Dullaghan CA, Oh M, Frake PC et al. π-bonded quinonoid transition-metal complexes. Dalton Transactions. 2006 Jun 2;(20):2385-2398. https://doi.org/10.1039/b602678h