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Synthesis and photophysical properties of novel benzophospholo[3,2-b]indole derivatives.

ABSTRACT: The parent benzophospholo[3,2-b]indole was prepared by the reaction of dichlorophenylphosphine with a dilithium intermediate, which was prepared in two steps from 2-ethynyl-N,N-dimethylaniline. Using the obtained benzophosphole-fused indole as a common starting material, simple modifications were carried out at the phosphorus center of the phosphole, synthesizing various functionalized analogs. The X-ray structure analysis of trivalent phosphole and phosphine oxide showed that the fused tetracyclic moieties are planar. The benzophosphole-fused indoles, such as phosphine oxide, phospholium salt, and borane complex, exhibited strong photoluminescence in dichloromethane (? = 67-75%).

SUBMITTER: Matsumura M

PROVIDER: S-EPMC5687007 | biostudies-literature | 2017

REPOSITORIES: biostudies-literature

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Synthesis and photophysical properties of novel benzophospholo[3,2-b]indole derivatives.

Matsumura Mio M Yamada Mizuki M Muranaka Atsuya A Kanai Misae M Kakusawa Naoki N Hashizume Daisuke D Uchiyama Masanobu M Yasuike Shuji S

Beilstein journal of organic chemistry 20171030

The parent benzophospholo[3,2-b]indole was prepared by the reaction of dichlorophenylphosphine with a dilithium intermediate, which was prepared in two steps from 2-ethynyl-N,N-dimethylaniline. Using the obtained benzophosphole-fused indole as a common starting material, simple modifications were carried out at the phosphorus center of the phosphole, synthesizing various functionalized analogs. The X-ray structure analysis of trivalent phosphole and phosphine oxide showed th ...[more]

PMID: 29181109

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