3 years ago

Synthesis of Donor–Acceptor-Type Benzo[b]phosphole and Naphtho[2,3-b]phosphole Oxides and Their Solvatochromic Properties

Synthesis of Donor–Acceptor-Type Benzo[b]phosphole and Naphtho[2,3-b]phosphole Oxides and Their Solvatochromic Properties
Bin Wu, Naohiko Yoshikai, Mithun Santra
A series of donor–acceptor-type benzo[b]phosphole and naphtho[2,3-b]phosphole oxides have been synthesized through metal-catalyzed reactions as key steps: that is, (1) cobalt- and copper-catalyzed multicomponent coupling of an arylzinc reagent, an alkyne, and dichlorophenylphosphine to assemble the electron-deficient benzophosphole or naphthophosphole oxide core and (2) palladium-catalyzed cross-coupling to introduce an electron-donating substituent to the “benzo” or “naphtho” moiety. These donor–acceptor molecules are strongly fluorescent, showing weak to strong solvatochromism depending on the electron-donating substituent.

Publisher URL: http://dx.doi.org/10.1021/acs.organomet.7b00244

DOI: 10.1021/acs.organomet.7b00244

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