Regiochemically controlled synthesis of a β-4-β' [70]fullerene bis-adduct

Cerón, Maira R.; Castro, Edison; Neti, Venkata S. Pavan K.; Dunk, Paul W.; Echegoyen, Luis A.

doi:10.1021/acs.joc.6b02301

Title: Regiochemically controlled synthesis of a β-4-β' [70]fullerene bis-adduct

Journal Article · Thu Dec 22 00:00:00 EST 2016 · Journal of Organic Chemistry

DOI:https://doi.org/10.1021/acs.joc.6b02301· OSTI ID:1347677

Cerón, Maira R. ^[1];

^[2]; Neti, Venkata S. Pavan K. ^[2]; Dunk, Paul W. ^[3];

^[2]

Univ. of Texas at El Paso, El Paso, TX (United States); Lawrence Livermore National Lab. (LLNL), Livermore, CA (United States)
Univ. of Texas at El Paso, El Paso, TX (United States)
Florida State Univ., Tallahassee, FL (United States)

A β-4-β' C₇₀ bis-adduct regioisomer and an uncommon mono-adduct β-malonate C₇₀ derivative were synthesized by using a Diels–Alder cycloaddition followed by an addition–elimination of bromo-ethylmalonate and a retro-Diels–Alder cycloaddition reaction. Here, we also report the regioselective synthesis and spectroscopic characterization of C_s-symmetric tris- and C_2v-symmetric tetra-adducts of C₇₀, which are the precursors of the mono- and bis-adduct final products.

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Research Organization:: Lawrence Livermore National Laboratory (LLNL), Livermore, CA (United States)

Sponsoring Organization:: USDOE

Grant/Contract Number:: AC52-07NA27344

OSTI ID:: 1347677

Report Number(s):: LLNL-JRNL-715857

Journal Information:: Journal of Organic Chemistry, Vol. 82, Issue 2; ISSN 0022-3263

Publisher:: American Chemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 6 works

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References (31)

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