Author: Alexander Harrison

0000000000448491

AUTHOR

Alexander Harrison

Bis[cyclic (alkyl)(amino)carbene] isomers: Stable trans -bis(CAAC) versus facile olefin formation for cis -bis(CAAC)

A trans-bis(CAAC) was isolated and shown to be a ditopic ligand for rhodium and iridium. The cis-isomer is unstable towards intramolecular CC-bond formation, however, its formal insertion products into the bonds of H2O and NH3 were identified.

research product

Bis[cyclic (alkyl)(amino)carbene] isomers : Stable trans-bis(CAAC) versus facile olefin formation for cis-bis(CAAC)

Isomeric bis(aldiminium) salts with a 1,4-cyclohexylene framework were synthesized. The first isolable bis(CAAC) was prepared from the trans-stereoisomer and its ditopic ligand competency was proven by conversion to iridium(I) and rhodium(I) complexes. Upon deprotonation, the cis-isomer yielded an electron rich olefin via a classic, proton-catalyzed pathway. The C[double bond, length as m-dash]C bond formation from the desired cis-bis(CAAC) was shown to be thermodynamically very favorable and to involve a small activation barrier. Compounds that can be described as insertion products of the cis-bis(CAAC) into the E–H bonds of NH3, CH3CN and H2O were also identified. peerReviewed

research product

CCDC 2131009: Experimental Crystal Structure Determination

Related Article: Braulio M. Puerta Lombardi, Ethan R. Pezoulas, Roope A. Suvinen, Alexander Harrison, Zachary S. Dubrawski, Benjamin S. Gelfand, Heikki M. Tuononen, Roland Roesler|2022|Chem.Commun.|58|6482|doi:10.1039/D2CC01476A

research product

CCDC 2131017: Experimental Crystal Structure Determination

Related Article: Braulio M. Puerta Lombardi, Ethan R. Pezoulas, Roope A. Suvinen, Alexander Harrison, Zachary S. Dubrawski, Benjamin S. Gelfand, Heikki M. Tuononen, Roland Roesler|2022|Chem.Commun.|58|6482|doi:10.1039/D2CC01476A

research product

CCDC 2131011: Experimental Crystal Structure Determination

Related Article: Braulio M. Puerta Lombardi, Ethan R. Pezoulas, Roope A. Suvinen, Alexander Harrison, Zachary S. Dubrawski, Benjamin S. Gelfand, Heikki M. Tuononen, Roland Roesler|2022|Chem.Commun.|58|6482|doi:10.1039/D2CC01476A

research product

CCDC 2131016: Experimental Crystal Structure Determination

Related Article: Braulio M. Puerta Lombardi, Ethan R. Pezoulas, Roope A. Suvinen, Alexander Harrison, Zachary S. Dubrawski, Benjamin S. Gelfand, Heikki M. Tuononen, Roland Roesler|2022|Chem.Commun.|58|6482|doi:10.1039/D2CC01476A

research product

CCDC 2131007: Experimental Crystal Structure Determination

Related Article: Braulio M. Puerta Lombardi, Ethan R. Pezoulas, Roope A. Suvinen, Alexander Harrison, Zachary S. Dubrawski, Benjamin S. Gelfand, Heikki M. Tuononen, Roland Roesler|2022|Chem.Commun.|58|6482|doi:10.1039/D2CC01476A

research product

CCDC 2131010: Experimental Crystal Structure Determination

Related Article: Braulio M. Puerta Lombardi, Ethan R. Pezoulas, Roope A. Suvinen, Alexander Harrison, Zachary S. Dubrawski, Benjamin S. Gelfand, Heikki M. Tuononen, Roland Roesler|2022|Chem.Commun.|58|6482|doi:10.1039/D2CC01476A

research product

CCDC 2131013: Experimental Crystal Structure Determination

Related Article: Braulio M. Puerta Lombardi, Ethan R. Pezoulas, Roope A. Suvinen, Alexander Harrison, Zachary S. Dubrawski, Benjamin S. Gelfand, Heikki M. Tuononen, Roland Roesler|2022|Chem.Commun.|58|6482|doi:10.1039/D2CC01476A

research product

CCDC 2131014: Experimental Crystal Structure Determination

Related Article: Braulio M. Puerta Lombardi, Ethan R. Pezoulas, Roope A. Suvinen, Alexander Harrison, Zachary S. Dubrawski, Benjamin S. Gelfand, Heikki M. Tuononen, Roland Roesler|2022|Chem.Commun.|58|6482|doi:10.1039/D2CC01476A

research product

CCDC 2131015: Experimental Crystal Structure Determination

Related Article: Braulio M. Puerta Lombardi, Ethan R. Pezoulas, Roope A. Suvinen, Alexander Harrison, Zachary S. Dubrawski, Benjamin S. Gelfand, Heikki M. Tuononen, Roland Roesler|2022|Chem.Commun.|58|6482|doi:10.1039/D2CC01476A

research product

CCDC 2131012: Experimental Crystal Structure Determination

Related Article: Braulio M. Puerta Lombardi, Ethan R. Pezoulas, Roope A. Suvinen, Alexander Harrison, Zachary S. Dubrawski, Benjamin S. Gelfand, Heikki M. Tuononen, Roland Roesler|2022|Chem.Commun.|58|6482|doi:10.1039/D2CC01476A

research product

CCDC 2131008: Experimental Crystal Structure Determination

Related Article: Braulio M. Puerta Lombardi, Ethan R. Pezoulas, Roope A. Suvinen, Alexander Harrison, Zachary S. Dubrawski, Benjamin S. Gelfand, Heikki M. Tuononen, Roland Roesler|2022|Chem.Commun.|58|6482|doi:10.1039/D2CC01476A

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