0000000000137022
AUTHOR
Ryan D. Riparetti
Reactions of m-Terphenyl-Stabilized Germylene and Stannylene with Water and Methanol: Oxidative Addition versus Arene Elimination and Different Reaction Pathways for Alkyl- and Aryl-Substituted Species
Reactions of the divalent germylene Ge(ArMe6)2 (ArMe6 = C6H3-2,6-{C6H2-2,4,6-(CH3)3}2) with water or methanol gave the Ge(IV) insertion product (ArMe6)2Ge(H)OH (1) or (ArMe6)2Ge(H)OMe (2), respectively. In contrast, its stannylene congener Sn(ArMe6)2 reacted with water or methanol to produce the Sn(II) species {ArMe6Sn(μ-OH)}2 (3) or {ArMe6Sn(μ-OMe)}2 (4), respectively, with elimination of ArMe6H. Compounds 1–4 were characterized by IR and NMR spectroscopy as well as by X-ray crystallography. Density functional theory calculations yielded mechanistic insight into the formation of (ArMe6)2Ge(H)OH and {ArMe6Sn(μ-OH)}2. The insertion of an m-terphenyl-stabilized germylene into the O–H bond was…
Reactions of m-Terphenyl-Stabilized Germylene and Stannylene with Water and Methanol: Oxidative Addition versus Arene Elimination and Different Reaction Pathways for Alkyl- and Aryl-Substituted Species
Reactions of the divalent germylene Ge(ArMe6)2 (ArMe6 = C6H3-2,6-{C6H2-2,4,6-(CH3)3}2) with water or methanol gave the Ge(IV) insertion product (ArMe6)2Ge(H)OH (1) or (ArMe6)2Ge(H)OMe (2), respectively. In contrast, its stannylene congener Sn(ArMe6)2 reacted with water or methanol to produce the Sn(II) species {ArMe6Sn(μ-OH)}2 (3) or {ArMe6Sn(μ-OMe)}2 (4), respectively, with elimination of ArMe6H. Compounds 1–4 were characterized by IR and NMR spectroscopy as well as by X-ray crystallography. Density functional theory calculations yielded mechanistic insight into the formation of (ArMe6)2Ge(H)OH and {ArMe6Sn(μ-OH)}2. The insertion of an m-terphenyl-stabilized germylene into the O–H bond was…
CCDC 1431125: Experimental Crystal Structure Determination
Related Article: Jeremy D. Erickson, Petra Vasko, Ryan D. Riparetti, James C. Fettinger, Heikki M. Tuononen, Philip P. Power|2015|Organometallics|34|5785|doi:10.1021/acs.organomet.5b00884
CCDC 1431127: Experimental Crystal Structure Determination
Related Article: Jeremy D. Erickson, Petra Vasko, Ryan D. Riparetti, James C. Fettinger, Heikki M. Tuononen, Philip P. Power|2015|Organometallics|34|5785|doi:10.1021/acs.organomet.5b00884
CCDC 1431126: Experimental Crystal Structure Determination
Related Article: Jeremy D. Erickson, Petra Vasko, Ryan D. Riparetti, James C. Fettinger, Heikki M. Tuononen, Philip P. Power|2015|Organometallics|34|5785|doi:10.1021/acs.organomet.5b00884
CCDC 1431124: Experimental Crystal Structure Determination
Related Article: Jeremy D. Erickson, Petra Vasko, Ryan D. Riparetti, James C. Fettinger, Heikki M. Tuononen, Philip P. Power|2015|Organometallics|34|5785|doi:10.1021/acs.organomet.5b00884