112. Valero M, Burhop A, Jess K et al (2018) Evaluation of a P,N-ligated iridium(I) catalyst in
hydrogen isotope exchange reactions of aryl and heteroaryl compounds. J Label Compd
Radiopharm 61:380–385. https://doi.org/10.1002/jlcr.3595
113. Jess K, Derdau V, Weck R et al (2017) Hydrogen isotope exchange with iridium(I) complexes
supported by phosphine-imidazolin-2-imine P,N ligands. Adv Synth Catal 359:629–638.
https://doi.org/10.1002/adsc.201601291
114. Klei SR, Tilley TD, Bergman RG (2002) Iridium(III) and rhodium(III) complexes bearing
chelating cyclopentadienylÀphosphine ligands as CÀH activation catalysts for the deuteration
of hydrocarbons in D 2 O. Organometallics 21:4905–4911. https://doi.org/10.1021/
om020375o
115. Kloek SM, Goldberg KI (2007) Competitive CÀH bond activation and β-hydride elimination
at platinum(II). J Am Chem Soc 129:3460–3461. https://doi.org/10.1021/ja0669629
116. Polukeev AV, Marcos R, Ahlquist MSG, Wendt OF (2016) Iridium hydride complexes with
cyclohexyl-based pincer ligands: fluxionality and deuterium exchange. Organometallics
35:2600–2608. https://doi.org/10.1021/acs.organomet.6b00324
117. Bhattacharjee R, Nijamudheen A, Karmakar S, Datta A (2016) Strain control: reversible H
2 activation and H 2 /D 2 exchange in Pt complexes. Inorg Chem 55:3023–3029. https://doi.
org/10.1021/acs.inorgchem.5b02904
118. Butschke B, Schlangen M, Schröder D, Schwarz H (2008) Competitive intramolecular aryland alkyl-C–H bond activation and ligand evaporation from gaseous bisimino complexes [Pt
(L)(CH 3 )((CH 3 ) 2 S)]
+
(L¼C 6 H 5 N¼C(CH 3 )–C(CH 3 )¼NC 6 H 5 ).
Helv
Chim
Acta
91:1902–1915. https://doi.org/10.1002/hlca.200890204
119. Crosby SH, Clarkson GJ, Rourke JP (2009) A delicate balance between sp
2 and sp
3 CÀH bond
activation: a Pt(II) complex with a dual agostic interaction. J Am Chem Soc
131:14142–14143. https://doi.org/10.1021/ja905046n
120. Butschke B, Ghassemi Tabrizi S, Schwarz H (2010) Ion-molecule reactions of “Rollover”
cyclometalated [Pt(bipyÀH)]
+ (bipy¼2,2
0 -bipyridine) with dimethyl ether in comparison with
dimethyl sulfide: an experimental/computational study. Chem A Eur J 16:3962–3969. https://
doi.org/10.1002/chem.200902742
121. Campos J, Espada MF, López-Serrano J, Carmona E (2013) Cyclometalated iridium complexes of Bis(aryl) phosphine ligands: catalytic C–H/C–D exchanges and C–C coupling
reactions. Inorg Chem 52:6694–6704. https://doi.org/10.1021/ic400759r
122. Grellier M, Mason SA, Albinati A et al (2013) Probing highly selective H/D exchange
processes with a ruthenium complex through neutron diffraction and multinuclear NMR
studies. Inorg Chem 52:7329–7337. https://doi.org/10.1021/ic302307m
123. Goforth SK, Walroth RC, McElwee-White L (2013) Evaluation of multisite polypyridyl
ligands as platforms for the synthesis of Rh/Zn, Rh/Pd, and Rh/Pt heterometallic complexes.
Inorg Chem 52:5692–5701. https://doi.org/10.1021/ic301810y
124. Benedetti M, Barone CR, Girelli CR et al (2014) H/D exchange at sp3 carbons in the
coordination sphere of platinum(III). Dalton Trans 43:3669. https://doi.org/10.1039/
c3dt53216j
125. Rivada-Wheelaghan O, Roselló-Merino M, Ortuño MA et al (2014) Reactivity of
coordinatively unsaturated bis(N-heterocyclic carbene) Pt(II) complexes toward H2. Crystal
structure of a 14-electron Pt(II) hydride complex. Inorg Chem 53:4257–4268. https://doi.org/
10.1021/ic500705t
126. Kerr WJ, Mudd RJ, Reid M et al (2018) Iridium-catalyzed Csp
3
–H activation for mild and
selective hydrogen isotope exchange. ACS Catal 8:10895–10900. https://doi.org/10.1021/
acscatal.8b03565
127. Valero M, Weck R, Güssregen S et al (2018) Highly selective directed iridium-catalyzed
hydrogen isotope exchange reactions of aliphatic amides. Angew Chem Int Ed 57:8159–8163.
https://doi.org/10.1002/anie.201804010
300
M. Reid
hydrogen isotope exchange reactions of aryl and heteroaryl compounds. J Label Compd
Radiopharm 61:380–385. https://doi.org/10.1002/jlcr.3595
113. Jess K, Derdau V, Weck R et al (2017) Hydrogen isotope exchange with iridium(I) complexes
supported by phosphine-imidazolin-2-imine P,N ligands. Adv Synth Catal 359:629–638.
https://doi.org/10.1002/adsc.201601291
114. Klei SR, Tilley TD, Bergman RG (2002) Iridium(III) and rhodium(III) complexes bearing
chelating cyclopentadienylÀphosphine ligands as CÀH activation catalysts for the deuteration
of hydrocarbons in D 2 O. Organometallics 21:4905–4911. https://doi.org/10.1021/
om020375o
115. Kloek SM, Goldberg KI (2007) Competitive CÀH bond activation and β-hydride elimination
at platinum(II). J Am Chem Soc 129:3460–3461. https://doi.org/10.1021/ja0669629
116. Polukeev AV, Marcos R, Ahlquist MSG, Wendt OF (2016) Iridium hydride complexes with
cyclohexyl-based pincer ligands: fluxionality and deuterium exchange. Organometallics
35:2600–2608. https://doi.org/10.1021/acs.organomet.6b00324
117. Bhattacharjee R, Nijamudheen A, Karmakar S, Datta A (2016) Strain control: reversible H
2 activation and H 2 /D 2 exchange in Pt complexes. Inorg Chem 55:3023–3029. https://doi.
org/10.1021/acs.inorgchem.5b02904
118. Butschke B, Schlangen M, Schröder D, Schwarz H (2008) Competitive intramolecular aryland alkyl-C–H bond activation and ligand evaporation from gaseous bisimino complexes [Pt
(L)(CH 3 )((CH 3 ) 2 S)]
+
(L¼C 6 H 5 N¼C(CH 3 )–C(CH 3 )¼NC 6 H 5 ).
Helv
Chim
Acta
91:1902–1915. https://doi.org/10.1002/hlca.200890204
119. Crosby SH, Clarkson GJ, Rourke JP (2009) A delicate balance between sp
2 and sp
3 CÀH bond
activation: a Pt(II) complex with a dual agostic interaction. J Am Chem Soc
131:14142–14143. https://doi.org/10.1021/ja905046n
120. Butschke B, Ghassemi Tabrizi S, Schwarz H (2010) Ion-molecule reactions of “Rollover”
cyclometalated [Pt(bipyÀH)]
+ (bipy¼2,2
0 -bipyridine) with dimethyl ether in comparison with
dimethyl sulfide: an experimental/computational study. Chem A Eur J 16:3962–3969. https://
doi.org/10.1002/chem.200902742
121. Campos J, Espada MF, López-Serrano J, Carmona E (2013) Cyclometalated iridium complexes of Bis(aryl) phosphine ligands: catalytic C–H/C–D exchanges and C–C coupling
reactions. Inorg Chem 52:6694–6704. https://doi.org/10.1021/ic400759r
122. Grellier M, Mason SA, Albinati A et al (2013) Probing highly selective H/D exchange
processes with a ruthenium complex through neutron diffraction and multinuclear NMR
studies. Inorg Chem 52:7329–7337. https://doi.org/10.1021/ic302307m
123. Goforth SK, Walroth RC, McElwee-White L (2013) Evaluation of multisite polypyridyl
ligands as platforms for the synthesis of Rh/Zn, Rh/Pd, and Rh/Pt heterometallic complexes.
Inorg Chem 52:5692–5701. https://doi.org/10.1021/ic301810y
124. Benedetti M, Barone CR, Girelli CR et al (2014) H/D exchange at sp3 carbons in the
coordination sphere of platinum(III). Dalton Trans 43:3669. https://doi.org/10.1039/
c3dt53216j
125. Rivada-Wheelaghan O, Roselló-Merino M, Ortuño MA et al (2014) Reactivity of
coordinatively unsaturated bis(N-heterocyclic carbene) Pt(II) complexes toward H2. Crystal
structure of a 14-electron Pt(II) hydride complex. Inorg Chem 53:4257–4268. https://doi.org/
10.1021/ic500705t
126. Kerr WJ, Mudd RJ, Reid M et al (2018) Iridium-catalyzed Csp
3
–H activation for mild and
selective hydrogen isotope exchange. ACS Catal 8:10895–10900. https://doi.org/10.1021/
acscatal.8b03565
127. Valero M, Weck R, Güssregen S et al (2018) Highly selective directed iridium-catalyzed
hydrogen isotope exchange reactions of aliphatic amides. Angew Chem Int Ed 57:8159–8163.
https://doi.org/10.1002/anie.201804010
300
M. Reid