Halogen-bonding-induced hydrogen transfer to C═N bond with hantzsch ester

Halogen-bonding-induced hydrogen transfer to C═N bond with hantzsch ester

Several bidentate dihydroimidazolines were prepared and investigated as catalysts for hydrogen transfer reduction of C═N bond with Hantzsch ester. Highly efficient reactions were observed for quinolines and imines with low catalyst loading of 2 mol %. The presence of halogen bonding was elucidated u...

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Main Authors: He, Wei, Ge, Yi-Cen, Tan, Choon-Hong
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2014
Subjects:
DRNTU::Science::Chemistry::Organic chemistry
Online Access:https://hdl.handle.net/10356/103050
http://hdl.handle.net/10220/24358
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1030502020-03-07T12:34:46Z Halogen-bonding-induced hydrogen transfer to C═N bond with hantzsch ester He, Wei Ge, Yi-Cen Tan, Choon-Hong School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry Several bidentate dihydroimidazolines were prepared and investigated as catalysts for hydrogen transfer reduction of C═N bond with Hantzsch ester. Highly efficient reactions were observed for quinolines and imines with low catalyst loading of 2 mol %. The presence of halogen bonding was elucidated using NMR studies and isothermal calorimeric titrations. Binding constants of the XB donors were also measured using isothermal calorimeric titrations (ITC). Accepted version 2014-12-09T01:58:52Z 2019-12-06T21:04:28Z 2014-12-09T01:58:52Z 2019-12-06T21:04:28Z 2014 2014 Journal Article He, W., Ge, Y.-C., & Tan, C.-H. (2014). Halogen-bonding-induced hydrogen transfer to C═N bond with hantzsch ester. Organic letters, 16(12), 3244-3247. https://hdl.handle.net/10356/103050 http://hdl.handle.net/10220/24358 10.1021/ol501259q en Organic letters © 2014 American Chemical Society. This is the author created version of a work that has been peer reviewed and accepted for publication by Organic Letters, American Chemical Society. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [Article DOI: http://dx.doi.org/10.1021/ol501259q]. 5 p. application/octet-stream
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic DRNTU::Science::Chemistry::Organic chemistry
spellingShingle DRNTU::Science::Chemistry::Organic chemistry
He, Wei
Ge, Yi-Cen
Tan, Choon-Hong
Halogen-bonding-induced hydrogen transfer to C═N bond with hantzsch ester
description Several bidentate dihydroimidazolines were prepared and investigated as catalysts for hydrogen transfer reduction of C═N bond with Hantzsch ester. Highly efficient reactions were observed for quinolines and imines with low catalyst loading of 2 mol %. The presence of halogen bonding was elucidated using NMR studies and isothermal calorimeric titrations. Binding constants of the XB donors were also measured using isothermal calorimeric titrations (ITC).
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
He, Wei
Ge, Yi-Cen
Tan, Choon-Hong
format Article
author He, Wei
Ge, Yi-Cen
Tan, Choon-Hong
author_sort He, Wei
title Halogen-bonding-induced hydrogen transfer to C═N bond with hantzsch ester
title_short Halogen-bonding-induced hydrogen transfer to C═N bond with hantzsch ester
title_full Halogen-bonding-induced hydrogen transfer to C═N bond with hantzsch ester
title_fullStr Halogen-bonding-induced hydrogen transfer to C═N bond with hantzsch ester
title_full_unstemmed Halogen-bonding-induced hydrogen transfer to C═N bond with hantzsch ester
title_sort halogen-bonding-induced hydrogen transfer to c═n bond with hantzsch ester
publishDate 2014
url https://hdl.handle.net/10356/103050
http://hdl.handle.net/10220/24358
_version_ 1681042981435473920

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