2, 3‐Dihydro‐1H‐naphtho[1, 8‐cd]borinine as a Potent Precursor for Open‐Shell Singlet B‐Heterocycles. Issue 22 (14th June 2017)

• Record Type: Journal Article
• Authors: Ito, Shigekazu; Kato, Naoto; Mikami, Koichi
• Is Part Of: European journal of inorganic chemistry. Issue 22(2017)
• Page Start: 2936
• Page End: 2939
• Publication Date: 2017-06-14
• Subjects: Boron -- Heterocycles -- Conjugation -- Radicals -- Oxidation; Chemistry, Inorganic -- Periodicals; Organometallic chemistry -- Periodicals; Bioinorganic chemistry -- Periodicals; Solid state chemistry -- Periodicals; 546
• DOI: 10.1002/ejic.201700372
• Languages: English
• ISSNs: 1434-1948

Abstract

Abstract : The reaction of naphthalene‐1, 8‐diylbis[(trimethylsilyl)methanide] and dimethyl arylboronates afforded the corresponding 2, 3‐dihydro‐1 H ‐naphtho[1, 8‐ cd ]borinine as single diastereomers. Single‐electron oxidation of the boron‐containing heterocycles provided acenaphthylene through the generation boron‐containing cyclic singlet biradicals. Abstract : 2, 3‐Dihydro‐1 H ‐naphtho[1, 8‐ cd ]borinines were synthesized as single diastereomers from naphthalene‐1, 8‐diylbis[(trimethylsilyl)methanide] and dimethyl arylboronates. A single‐electron oxidation of the boron‐containing heterocycles provided acenaphthylene by generating boron‐containing cyclic singlet biradicals.