88
3 Theoretical Study of Rh-Catalyzed …
46. Wiedemann SH, Ellman JA, Bergman RG (2006) Rhodium-catalyzed direct C–H addition of
3,4-dihydroquinazolines to alkenes and their use in the total synthesis of vasicoline. J Org
Chem 71:1969–1976
47. Wiedemann SH, Lewis JC, Ellman JA, Bergman RG (2006) Experimental and computational studies on the mechanism of N-heterocycle C–H activation by Rh(I). J Am Chem Soc
128:2452–2462
48. Tan KL, Bergman RG, Ellman JA (2001) Annulation of alkenyl-substituted heterocycles
via rhodium-catalyzed intramolecular C–H activated coupling reactions. J Am Chem Soc
123:2685–2686
49. Kwak J, Ohk Y, Jung Y, Chang S (2012) Rollover cyclometalation pathway in rhodium
catalysis: dramatic NHC effects in the C–H bond functionalization. J Am Chem Soc
134:17778–17788
50. Dong FMaG (2014) Regioselective ketone a-alkylation with simple olefins via dual activation.
Science 345:68–72
51. Park YJ, Park JW, Jun CH (2008) Metal-organic cooperative catalysis in C–H and C–C bond
activation and its concurrent recovery. Acc Chem Res 41:222–234
52. Ko HM, Dong G (2014) Cooperative activation of cyclobutanones and olefins leads to bridged
ring systems by a catalytic [4+2] coupling. Nat Chem 6:739–744
53. Dang Y, Qu S, Tao Y, Deng X, Wang Z-X (2015) Mechanistic insight into ketone alphaalkylation with unactivated olefins via C–H activation promoted by metal-organic cooperative
catalysis (MOCC): enriching the MOCC chemistry. J Am Chem Soc 137:6279–6291
54. Zhang X, Qi Z, Li X (2014) Rhodium(III)-Catalyzed C–C and C–O coupling of quinolinenOxides with alkynes: combination of C–H activation with O-atom transfer. Angew Chem Int
Ed 126:10970–10974
55. Li Y, Liu S, Qi Z, Qi X, Li X, Lan Y (2015) The mechanism of N–O bond cleavage in rhodiumcatalyzed C–H bond functionalization of quinoline N-oxides with alkynes: a computational
study. Chem Eur J 21:10131–10137
56. Li Y, Shan C, Yang YF, Shi F, Qi X, Houk KN, Lan Y (2017) Mechanism, regio-, and
diastereoselectivity of Rh(III)-catalyzed cyclization reactions of N-arylnitrones with alkynes:
a density functional theory study. J Phys Chem A 121:4496–4504
57. Xing YY, Liu JB, Tian YY, Sun CZ, Huang F, Chen DZ (2016) Computational mechanistic study of redox-neutral Rh(III)–catalyzed C–H activation reactions of arylnitrones
with alkynes: role of noncovalent interactions in controlling selectivity. J Phys Chem A
120:9151–9158
58. Jeong J, Patel P, Hwang H, Chang S (2014) Rhodium(III)-catalyzed C–C bond formation of
quinoline N-oxides at the C-8 position under mild conditions. Org Lett 16:4598–4601
59. Deng C, Lam WH, Lin Z (2017) Computational studies on Rhodium(III) catalyzed C–
H functionalization versus deoxygenation of quinoline N-oxides with diazo compounds.
Organometallics 36:650–656
60. Brasse M, Cámpora J, Ellman JA, Bergman RG (2013) Mechanistic study of the oxidative
coupling of styrene with 2-phenylpyridine derivatives catalyzed by cationic Rhodium(III) via
C–H activation. J Am Chem Soc 135:6427–6430
61. Chen J, Song G, Pan CL, Li X (2010) Rh(III)-catalyzed oxidative coupling of N-Aryl-2aminopyridine with alkynes and alkenes. Org Lett 12:5426–5429
62. Karthikeyan J, Yoshikai N (2014) Rhodium(III)-catalyzed directed peri-C-H alkenylation of
anthracene derivatives. Org Lett 16:4224–4227
63. Chang WTT, Smith RC, Regens CS, Bailey AD, Werner NS, Denmark SE, Denmark SE,
Liu JHC (2011) Cross-coupling with organosilicon compounds silicon-based cross-coupling
reactions in the total synthesis of natural products. Org React 49:213-746-2986
64. Li X, Gong X, Zhao M, Song G, Deng J, Li X (2011) Rh(III)-catalyzed oxidative olefination of
N-(1-Naphthyl)sulfonamides using activated and unactivated alkenes. Org Lett 13:5808–5811
65. Lin W, Li W, Lu D, Su F, Wen TB, Zhang HJ (2018) Dual effects of cyclopentadienyl ligands on
Rh(III)-catalyzed dehydrogenative arylation of electron-rich alkenes. ACS Catal 8:8070–8076
3 Theoretical Study of Rh-Catalyzed …
46. Wiedemann SH, Ellman JA, Bergman RG (2006) Rhodium-catalyzed direct C–H addition of
3,4-dihydroquinazolines to alkenes and their use in the total synthesis of vasicoline. J Org
Chem 71:1969–1976
47. Wiedemann SH, Lewis JC, Ellman JA, Bergman RG (2006) Experimental and computational studies on the mechanism of N-heterocycle C–H activation by Rh(I). J Am Chem Soc
128:2452–2462
48. Tan KL, Bergman RG, Ellman JA (2001) Annulation of alkenyl-substituted heterocycles
via rhodium-catalyzed intramolecular C–H activated coupling reactions. J Am Chem Soc
123:2685–2686
49. Kwak J, Ohk Y, Jung Y, Chang S (2012) Rollover cyclometalation pathway in rhodium
catalysis: dramatic NHC effects in the C–H bond functionalization. J Am Chem Soc
134:17778–17788
50. Dong FMaG (2014) Regioselective ketone a-alkylation with simple olefins via dual activation.
Science 345:68–72
51. Park YJ, Park JW, Jun CH (2008) Metal-organic cooperative catalysis in C–H and C–C bond
activation and its concurrent recovery. Acc Chem Res 41:222–234
52. Ko HM, Dong G (2014) Cooperative activation of cyclobutanones and olefins leads to bridged
ring systems by a catalytic [4+2] coupling. Nat Chem 6:739–744
53. Dang Y, Qu S, Tao Y, Deng X, Wang Z-X (2015) Mechanistic insight into ketone alphaalkylation with unactivated olefins via C–H activation promoted by metal-organic cooperative
catalysis (MOCC): enriching the MOCC chemistry. J Am Chem Soc 137:6279–6291
54. Zhang X, Qi Z, Li X (2014) Rhodium(III)-Catalyzed C–C and C–O coupling of quinolinenOxides with alkynes: combination of C–H activation with O-atom transfer. Angew Chem Int
Ed 126:10970–10974
55. Li Y, Liu S, Qi Z, Qi X, Li X, Lan Y (2015) The mechanism of N–O bond cleavage in rhodiumcatalyzed C–H bond functionalization of quinoline N-oxides with alkynes: a computational
study. Chem Eur J 21:10131–10137
56. Li Y, Shan C, Yang YF, Shi F, Qi X, Houk KN, Lan Y (2017) Mechanism, regio-, and
diastereoselectivity of Rh(III)-catalyzed cyclization reactions of N-arylnitrones with alkynes:
a density functional theory study. J Phys Chem A 121:4496–4504
57. Xing YY, Liu JB, Tian YY, Sun CZ, Huang F, Chen DZ (2016) Computational mechanistic study of redox-neutral Rh(III)–catalyzed C–H activation reactions of arylnitrones
with alkynes: role of noncovalent interactions in controlling selectivity. J Phys Chem A
120:9151–9158
58. Jeong J, Patel P, Hwang H, Chang S (2014) Rhodium(III)-catalyzed C–C bond formation of
quinoline N-oxides at the C-8 position under mild conditions. Org Lett 16:4598–4601
59. Deng C, Lam WH, Lin Z (2017) Computational studies on Rhodium(III) catalyzed C–
H functionalization versus deoxygenation of quinoline N-oxides with diazo compounds.
Organometallics 36:650–656
60. Brasse M, Cámpora J, Ellman JA, Bergman RG (2013) Mechanistic study of the oxidative
coupling of styrene with 2-phenylpyridine derivatives catalyzed by cationic Rhodium(III) via
C–H activation. J Am Chem Soc 135:6427–6430
61. Chen J, Song G, Pan CL, Li X (2010) Rh(III)-catalyzed oxidative coupling of N-Aryl-2aminopyridine with alkynes and alkenes. Org Lett 12:5426–5429
62. Karthikeyan J, Yoshikai N (2014) Rhodium(III)-catalyzed directed peri-C-H alkenylation of
anthracene derivatives. Org Lett 16:4224–4227
63. Chang WTT, Smith RC, Regens CS, Bailey AD, Werner NS, Denmark SE, Denmark SE,
Liu JHC (2011) Cross-coupling with organosilicon compounds silicon-based cross-coupling
reactions in the total synthesis of natural products. Org React 49:213-746-2986
64. Li X, Gong X, Zhao M, Song G, Deng J, Li X (2011) Rh(III)-catalyzed oxidative olefination of
N-(1-Naphthyl)sulfonamides using activated and unactivated alkenes. Org Lett 13:5808–5811
65. Lin W, Li W, Lu D, Su F, Wen TB, Zhang HJ (2018) Dual effects of cyclopentadienyl ligands on
Rh(III)-catalyzed dehydrogenative arylation of electron-rich alkenes. ACS Catal 8:8070–8076