122482-73-9Relevant academic research and scientific papers
Conjugated NDI-donor polymers: Exploration of donor size and electrostatic complementarity
Alvey, Paul M.,Ono, Robert J.,Bielawski, Christopher W.,Iverson, Brent L.
, p. 718 - 726 (2013/03/29)
Conjugated donor-acceptor copolymers comprised of electron-deficient 1,4,5,8-naphthalenetetracarboxylic diimide (NDI) linked to a series of relatively electron-rich aromatics via ethynyl spacers were synthesized and characterized. While LUMO levels remained constant at -3.75 eV, HOMO levels were sensitive to the relatively electron-rich aromatic donors and systematically tuned from -5.68 to -5.17 eV. Regardless of the electron-rich comonomer, fluorescence and X-ray diffraction data were consistent with the polymer chains being assembled through the stacking of NDI moieties in an offset face-to-face fashion rather than alternating donor-acceptor stacks.
A convenient short cut from aromatic iodides to alkynylstannanes and their use for the straightforward preparation of polyacetylene and polymetallaacetylene polymers
Antonelli, Eleonora,Rosi, Patrizia,Lo Sterzo, Claudio,Viola, Egidio
, p. 210 - 222 (2007/10/03)
The palladium-catalyzed cross-coupling reaction (Stille coupling) of aromatic iodides Ar-I and tributyl(ethynyl)tin Bu3SnC≡CH form the aromatic acetylides Ar-C≡CH and the side product tributyltin iodide Bu3SnI in equimolar amount. In situ addition of lithium diisopropylamide (LDA) to this crude mixture directly affords the tributyl(ethynyl)tin aromatics Ar-C≡C-SnBu3 in high yield. In the case of the bis(iodoaromatic) I-Ar-I (Ar = phenyl, thiophene), this straightforward transformation affords the corresponding bis[tributyl(ethynyl)tin]derivative Bu3Sn-C≡C-Ar-C≡C-SnBu3. In the presence of Pd this latter species can be directly reacted with a second bis(iodoaromatic) or a bis(metaliodide) unit to form acetylenic and metallaacetylenic polymers with tailored monomer units inserted in a stereoregular polymer chain.
