Literature DB >> 28690352

Generation of TiII Alkyne Trimerization Catalysts in the Absence of Strong Metal Reductants.

Xin Yi See1, Evan P Beaumier1, Zachary W Davis-Gilbert1, Peter L Dunn1, Jacob A Larsen1, Adam J Pearce1, T Alex Wheeler1, Ian A Tonks1.   

Abstract

Low-valent TiII species have typically been synthesized by the reaction of TiIV halides with strong metal reductants. Herein we report that TiII species can be generated simply by reacting TiIV imido complexes with 2 equiv of alkyne, yielding a metallacycle that can reductively eliminate pyrrole while liberating TiII. In order to probe the generality of this process, TiII-catalyzed alkyne trimerization reactions were carried out with a diverse range of TiIV precatalysts.

Entities:  

Year:  2017        PMID: 28690352      PMCID: PMC5497852          DOI: 10.1021/acs.organomet.7b00096

Source DB:  PubMed          Journal:  Organometallics        ISSN: 0276-7333            Impact factor:   3.876


  31 in total

1.  Highly active titanium-based olefin polymerization catalysts supported by bidentate phenoxyamide ligands.

Authors:  Daniel C H Oakes; Vernon C Gibson; Andrew J P White; David J Williams
Journal:  Inorg Chem       Date:  2006-05-01       Impact factor: 5.165

Review 2.  Hydroamination: direct addition of amines to alkenes and alkynes.

Authors:  Thomas E Müller; Kai C Hultzsch; Miguel Yus; Francisco Foubelo; Mizuki Tada
Journal:  Chem Rev       Date:  2008-08-26       Impact factor: 60.622

3.  Titanium imido complexes of cyclooctatetraenyl ligands.

Authors:  Simon C Dunn; Nilay Hazari; Nicholas M Jones; Aidan G Moody; Alexander J Blake; Andrew R Cowley; Jennifer C Green; Philip Mountford
Journal:  Chemistry       Date:  2005-03-18       Impact factor: 5.236

4.  Arene complexes of beta-diketiminato supported organoscandium cations: mechanism of arene exchange and alkyne insertion in solvent separated ion pairs.

Authors:  Paul G Hayes; Warren E Piers; Masood Parvez
Journal:  Chemistry       Date:  2007       Impact factor: 5.236

5.  Titanium-catalyzed multicomponent couplings: efficient one-pot syntheses of nitrogen heterocycles.

Authors:  Aaron L Odom; Tanner J McDaniel
Journal:  Acc Chem Res       Date:  2015-08-21       Impact factor: 22.384

6.  Bis(amidate)bis(amido) titanium complex: a regioselective intermolecular alkyne hydroamination catalyst.

Authors:  Jacky C-H Yim; Jason A Bexrud; Rashidat O Ayinla; David C Leitch; Laurel L Schafer
Journal:  J Org Chem       Date:  2014-02-21       Impact factor: 4.354

7.  Synthesis and hydroamination catalysis with 3-aryl substituted pyrrolyl and dipyrrolylmethane titanium(IV) complexes.

Authors:  Douglas L Swartz; Richard J Staples; Aaron L Odom
Journal:  Dalton Trans       Date:  2011-06-06       Impact factor: 4.390

Review 8.  What do titano- and zirconocenes do with diynes and polyynes?

Authors:  U Rosenthal; P M Pellny; F G Kirchbauer; V V Burlakov
Journal:  Acc Chem Res       Date:  2000-02       Impact factor: 22.384

9.  Electronic Structure and Reactivity of a Well-Defined Mononuclear Complex of Ti(II).

Authors:  Gayan B Wijeratne; Eva M Zolnhofer; Skye Fortier; Lauren N Grant; Patrick J Carroll; Chun-Hsing Chen; Karsten Meyer; J Krzystek; Andrew Ozarowski; Timothy A Jackson; Daniel J Mindiola; Joshua Telser
Journal:  Inorg Chem       Date:  2015-10-09       Impact factor: 5.165

10.  Indenyl zirconium dinitrogen chemistry: N2 coordination to an isolated zirconium sandwich and synthesis of side-on, end-on dinitrogen compounds.

Authors:  Doris Pun; Emil Lobkovsky; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2008-04-10       Impact factor: 15.419

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  10 in total

1.  Dative Directing Group Effects in Ti-Catalyzed [2+2+1] Pyrrole Synthesis: Chemo- and Regioselective Alkyne Heterocoupling.

Authors:  Hsin-Chun Chiu; Xin Yi See; Ian A Tonks
Journal:  ACS Catal       Date:  2018-11-29       Impact factor: 13.084

2.  Oxidative nitrene transfer from azides to alkynes via Ti(ii)/Ti(iv) redox catalysis: formal [2+2+1] synthesis of pyrroles.

Authors:  Adam J Pearce; Xin Yi See; Ian A Tonks
Journal:  Chem Commun (Camb)       Date:  2018-06-19       Impact factor: 6.222

3.  Group 4 Diarylmetallocenes as Bespoke Aryne Precursors for Titanium-Catalyzed [2 + 2 + 2] Cycloaddition of Arynes and Alkynes.

Authors:  Benjamin R Reiner; Ian A Tonks
Journal:  Inorg Chem       Date:  2019-06-12       Impact factor: 5.165

4.  In Situ Catalyst Generation and Benchtop-Compatible Entry Points for TiII/TiIV Redox Catalytic Reactions.

Authors:  Zachary W Davis-Gilbert; Kento Kawakita; Daniel R Blechschmidt; Hayato Tsurugi; Kazushi Mashima; Ian A Tonks
Journal:  Organometallics       Date:  2018-09-06       Impact factor: 3.876

5.  Titanium redox catalysis: insights and applications of an earth-abundant base metal.

Authors:  Zachary W Davis-Gilbert; Ian A Tonks
Journal:  Dalton Trans       Date:  2017-09-12       Impact factor: 4.390

6.  Ti-Catalyzed and -Mediated Oxidative Amination Reactions.

Authors:  Ian A Tonks
Journal:  Acc Chem Res       Date:  2021-08-22       Impact factor: 24.466

7.  Iterative Supervised Principal Component Analysis Driven Ligand Design for Regioselective Ti-Catalyzed Pyrrole Synthesis.

Authors:  Xin Yi See; Xuelan Wen; T Alexander Wheeler; Channing K Klein; Jason D Goodpaster; Benjamin R Reiner; Ian A Tonks
Journal:  ACS Catal       Date:  2020-11-05       Impact factor: 13.084

8.  Generation of Masked TiII Intermediates from TiIV Amides via β-H Abstraction or Alkyne Deprotonation: An Example of Ti-Catalyzed Nitrene-Coupled Transfer Hydrogenation.

Authors:  Adam J Pearce; Yukun Cheng; Rachel J Dunscomb; Ian A Tonks
Journal:  Organometallics       Date:  2020-10-20       Impact factor: 3.876

9.  Enhanced Catalytic Activity of Nickel Complexes of an Adaptive Diphosphine-Benzophenone Ligand in Alkyne Cyclotrimerization.

Authors:  Alessio F Orsino; Manuel Gutiérrez Del Campo; Martin Lutz; Marc-Etienne Moret
Journal:  ACS Catal       Date:  2019-01-31       Impact factor: 13.084

10.  α-Diimine synthesis via titanium-mediated multicomponent diimination of alkynes with C-nitrosos.

Authors:  Connor W Frye; Dominic T Egger; Errikos Kounalis; Adam J Pearce; Yukun Cheng; Ian A Tonks
Journal:  Chem Sci       Date:  2021-12-27       Impact factor: 9.825

  10 in total

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