Intramolecular alkene-alkene coupling via Rh(III)-catalyzed alkenyl sp² C-H functionalization: divergent pathways to indene or α-naphthol derivatives

Intramolecular alkene-alkene coupling via Rh(III)-catalyzed alkenyl sp² C-H functionalization: divergent pathways to indene or α-naphthol derivatives

Highly selective synthesis of either indene or 1-naphthol derivatives through intramolecular alkene-alkene cross-coupling is reported. The reaction works with different alkene pairs that couple to give the corresponding products in good to satisfactory yields. The indene products of our reaction als...

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Main Authors: Maraswami, Manikantha, Diggins, Thomas, Goh, Jeffrey, Tio, Raymond, Ong, Renee Wan Qing, Hirao, Hajime, Loh, Teck-Peng
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2022
Subjects:
Science::Chemistry
Alkene
Indene
Online Access:https://hdl.handle.net/10356/159960
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1599602022-07-06T05:34:59Z Intramolecular alkene-alkene coupling via Rh(III)-catalyzed alkenyl sp² C-H functionalization: divergent pathways to indene or α-naphthol derivatives Maraswami, Manikantha Diggins, Thomas Goh, Jeffrey Tio, Raymond Ong, Renee Wan Qing Hirao, Hajime Loh, Teck-Peng School of Physical and Mathematical Sciences Science::Chemistry Alkene Indene Highly selective synthesis of either indene or 1-naphthol derivatives through intramolecular alkene-alkene cross-coupling is reported. The reaction works with different alkene pairs that couple to give the corresponding products in good to satisfactory yields. The indene products of our reaction also allow further derivatization. The reaction pathway is dependent on alkene functionalities. Ministry of Education (MOE) Nanyang Technological University The authors gratefully acknowledge the financial support of Tier 1 grant M4012045.110 (RG12/18-S) from the Ministry of Education of Singapore and Distinguished University Professor grant, Nanyang Technological University, Singapore. H.H. acknowledges a Presidential Fellowship and a University Development Fund (UDF01001996) from the Chinese University of Hong Kong, Shenzhen. 2022-07-06T05:34:59Z 2022-07-06T05:34:59Z 2021 Journal Article Maraswami, M., Diggins, T., Goh, J., Tio, R., Ong, R. W. Q., Hirao, H. & Loh, T. (2021). Intramolecular alkene-alkene coupling via Rh(III)-catalyzed alkenyl sp² C-H functionalization: divergent pathways to indene or α-naphthol derivatives. ACS Catalysis, 11(18), 11494-11500. https://dx.doi.org/10.1021/acscatal.1c03175 2155-5435 https://hdl.handle.net/10356/159960 10.1021/acscatal.1c03175 2-s2.0-85115130422 18 11 11494 11500 en RG12/18-S ACS Catalysis © 2021 American Chemical Society. All rights reserved.
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
Alkene
Indene
spellingShingle Science::Chemistry
Alkene
Indene
Maraswami, Manikantha
Diggins, Thomas
Goh, Jeffrey
Tio, Raymond
Ong, Renee Wan Qing
Hirao, Hajime
Loh, Teck-Peng
Intramolecular alkene-alkene coupling via Rh(III)-catalyzed alkenyl sp² C-H functionalization: divergent pathways to indene or α-naphthol derivatives
description Highly selective synthesis of either indene or 1-naphthol derivatives through intramolecular alkene-alkene cross-coupling is reported. The reaction works with different alkene pairs that couple to give the corresponding products in good to satisfactory yields. The indene products of our reaction also allow further derivatization. The reaction pathway is dependent on alkene functionalities.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Maraswami, Manikantha
Diggins, Thomas
Goh, Jeffrey
Tio, Raymond
Ong, Renee Wan Qing
Hirao, Hajime
Loh, Teck-Peng
format Article
author Maraswami, Manikantha
Diggins, Thomas
Goh, Jeffrey
Tio, Raymond
Ong, Renee Wan Qing
Hirao, Hajime
Loh, Teck-Peng
author_sort Maraswami, Manikantha
title Intramolecular alkene-alkene coupling via Rh(III)-catalyzed alkenyl sp² C-H functionalization: divergent pathways to indene or α-naphthol derivatives
title_short Intramolecular alkene-alkene coupling via Rh(III)-catalyzed alkenyl sp² C-H functionalization: divergent pathways to indene or α-naphthol derivatives
title_full Intramolecular alkene-alkene coupling via Rh(III)-catalyzed alkenyl sp² C-H functionalization: divergent pathways to indene or α-naphthol derivatives
title_fullStr Intramolecular alkene-alkene coupling via Rh(III)-catalyzed alkenyl sp² C-H functionalization: divergent pathways to indene or α-naphthol derivatives
title_full_unstemmed Intramolecular alkene-alkene coupling via Rh(III)-catalyzed alkenyl sp² C-H functionalization: divergent pathways to indene or α-naphthol derivatives
title_sort intramolecular alkene-alkene coupling via rh(iii)-catalyzed alkenyl sp² c-h functionalization: divergent pathways to indene or α-naphthol derivatives
publishDate 2022
url https://hdl.handle.net/10356/159960
_version_ 1738844810196811776

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