Syntheses of ring-fused B-N heteroaromatic compounds

Xiangdong Fang, Hong Yang, Jeff W. Kampf, Mark M.Banaszak Holl, Arthur J. Ashe

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3a,7a-Azaborindene (14) has been prepared by two multistep syntheses using the Grubbs ring-closing metathesis from appropriate B-vinyl,N-allyl- aminoboranes. 14 was deprotonated by KN(SiMe 3) 2 to give 3a,7a-azaborindenylpotassium (5). The reaction of 5 with Cp*ZrCl 3 afforded the corresponding Zr(IV) complex 18, which on activation with excess methylaluminoxane, forms a good catalyst for the polymerization of ethylene. The reaction of 5 with methylene chloride and BuLi gave 4a,8a-azaboranaphthalene (6), which is isoelectronic and isostructural with naphthalene. DFT calculations on 6 gave a structure that is in good agreement with X-ray diffraction data.

Original languageEnglish
Pages (from-to)513-518
Number of pages6
Issue number2
Publication statusPublished - 16 Jan 2006
Externally publishedYes

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