Universität zu Köln

Hong, Longcheng ORCID: 0000-0003-2268-8304, Ahles, Sebastian ORCID: 0000-0002-3954-5513, Heindl, Andreas H., Tietcha, Gastelle, Petrov, Andrey, Lu, Zhenpin, Logemann, Christian and Wegner, Hermann A. ORCID: 0000-0001-7260-6018 (2018). An air-stable bisboron complex: a practical bidentate Lewis acid catalyst. Beilstein J. Org. Chem., 14. S. 618 - 626. FRANKFURT AM MAIN: BEILSTEIN-INSTITUT. ISSN 1860-5397

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Abstract

We report an air-stable bisboron complex as an efficient catalyst for the inverse electron-demand Diels-Alder (IEDDA) reaction of 1,2-diazine as well as 1,2,4,5-tetrazine. Its stability towards air and moisture was demonstrated by NMR studies enabling its application in organic transformations without glovebox. A one-pot procedure for its synthesis was developed starting from 1,2-bis(trimethylsilyl) benzene greatly enhancing its practicality. Comparative reactions were carried out to evaluate its catalytic activity in IEDDA reactions of diazine including phthalazine as well as 1,2,4,5-tetrazine.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Hong, Longcheng UNSPECIFIED orcid.org/0000-0003-2268-8304 UNSPECIFIED Ahles, Sebastian UNSPECIFIED orcid.org/0000-0002-3954-5513 UNSPECIFIED Heindl, Andreas H. UNSPECIFIED UNSPECIFIED UNSPECIFIED Tietcha, Gastelle UNSPECIFIED UNSPECIFIED UNSPECIFIED Petrov, Andrey UNSPECIFIED UNSPECIFIED UNSPECIFIED Lu, Zhenpin UNSPECIFIED UNSPECIFIED UNSPECIFIED Logemann, Christian UNSPECIFIED UNSPECIFIED UNSPECIFIED Wegner, Hermann A. UNSPECIFIED orcid.org/0000-0001-7260-6018 UNSPECIFIED
URN:	urn:nbn:de:hbz:38-192797
DOI:	10.3762/bjoc.14.48
Journal or Publication Title:	Beilstein J. Org. Chem.
Volume:	14
Page Range:	S. 618 - 626
Date:	2018
Publisher:	BEILSTEIN-INSTITUT
Place of Publication:	FRANKFURT AM MAIN
ISSN:	1860-5397
Language:	English
Faculty:	Unspecified
Divisions:	Unspecified
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language DIELS-ALDER REACTION; REACTIVITY; ACTIVATION Multiple languages Chemistry, Organic Multiple languages
Refereed:	Yes
URI:	http://kups.ub.uni-koeln.de/id/eprint/19279