金屬唑

金屬唑（又稱金屬雜茂、金屬雜環戊二烯）是環戊二烯的衍生物，其中第5位置的碳原子——飽和碳——被雜原子替代。與其母體化合物不同，金屬唑從雜原子開始標數。有些化合物被描述為有機金屬化合物，但在下表中也出現幾個類金屬和非金屬以進行對比。^[1]許多金屬唑會發出熒光。吡咯和噻吩的高分子衍生物在分子電子學中成為研究對象。金屬唑可以視作吡咯的結構類似物，它們包括：

一些C₄H₄MH金屬唑根據計算的幾何形狀和反轉障能E^[2]
名稱	M	d(M-C), Å	d(M-H), Å	α(C-M-C), °	E, kJ/mol
吡咯	N	1.37	1.01	110	0
磷唑	P	1.81	1.425	90.5	67
砷唑	As	1.94	1.53	86	125
銻唑	Sb	2.14	1.725	80.5	160
鉍唑	Bi	2.24	1.82	78	220

砷唑，具有中度芳香性的砷類似物
鉍唑，鉍的類似物
硼唑，硼的類似物
呋喃（氧雜茂），氧的類似物
鎵唑，鎵的類似物
鍺唑，鍺的類似物
磷唑，磷的類似物
吡咯，氮的類似物
硒吩，硒的類似物
硅唑，硅的類似物
錫唑，錫的類似物
鐵唑（英語：Ferrole），鐵的類似物
銻唑，銻的類似物
碲吩，碲的類似物
鉛唑^[3]^[4]，鉛的類似物
噻吩，硫的類似物
鈦唑，鈦的類似物
鋯唑，鋯的類似物

參見

金屬環戊烷（英語：Metallacyclopentanes）

參考文獻

^ Tracy, Henry J.; Mullin, Jerome L.; Klooster, Wim T.; Martin, James A.; Haug, Judith; Wallace, Scott; Rudloe, Isaac; Watts, Kimberly. Enhanced Photoluminescence from Group 14 Metalloles in Aggregated and Solid Solutions. Inorganic Chemistry. 2005, 44 (6): 2003–2011. PMID 15762727. doi:10.1021/ic049034o.
^ Pelzer, Silke; Wichmann, Karin; Wesendrup, Ralf; Schwerdtfeger, Peter. Trends in Inversion Barriers IV. The Group 15 Analogous of Pyrrole. The Journal of Physical Chemistry A. 2002, 106 (26): 6387. Bibcode:2002JPCA..106.6387P. doi:10.1021/jp0203494.
^ Saito, Masaichi; Nakada, Marisa; Kuwabara, Takuya; Owada, Ryota; Furukawa, Shunsuke; Narayanan, Radhika; Abe, Minori; Hada, Masahiko; Tanaka, Ken; Yamamoto, Yoshihiko. Inverted Sandwich Rh Complex Bearing a Plumbole Ligand and Its Catalytic Activity. Organometallics. 2019-08-26, 38 (16): 3099–3103. ISSN 0276-7333. doi:10.1021/acs.organomet.9b00339.
^ Münzfeld, Luca; Sun, Xiaofei; Schlittenhardt, Sören; Schoo, Christoph; Hauser, Adrian; Gillhuber, Sebastian; Weigend, Florian; Ruben, Mario; Roesky, Peter W. Introduction of plumbole to f-element chemistry. Chemical Science. 2021-12-10 [2021-12-18]. ISSN 2041-6539. doi:10.1039/D1SC03805B. （原始內容存檔於2022-09-03）（英語）.
^ Dettlaf G, Weiss E. Crystal structure, proton NMR and mass spectrum of tricarbonylferracyclopentadienetricarbonyliron, C₄H₄Fe₂(CO)₆. J. Organomet. Chem. 1976, 108: 213–23. doi:10.1016/S0022-328X(00)82143-9.

[1] Tracy, Henry J.; Mullin, Jerome L.; Klooster, Wim T.; Martin, James A.; Haug, Judith; Wallace, Scott; Rudloe, Isaac; Watts, Kimberly. Enhanced Photoluminescence from Group 14 Metalloles in Aggregated and Solid Solutions. Inorganic Chemistry. 2005, 44 (6): 2003–2011. PMID 15762727. doi:10.1021/ic049034o.

[geo-2] Pelzer, Silke; Wichmann, Karin; Wesendrup, Ralf; Schwerdtfeger, Peter. Trends in Inversion Barriers IV. The Group 15 Analogous of Pyrrole. The Journal of Physical Chemistry A. 2002, 106 (26): 6387. Bibcode:2002JPCA..106.6387P. doi:10.1021/jp0203494.

[3] Saito, Masaichi; Nakada, Marisa; Kuwabara, Takuya; Owada, Ryota; Furukawa, Shunsuke; Narayanan, Radhika; Abe, Minori; Hada, Masahiko; Tanaka, Ken; Yamamoto, Yoshihiko. Inverted Sandwich Rh Complex Bearing a Plumbole Ligand and Its Catalytic Activity. Organometallics. 2019-08-26, 38 (16): 3099–3103. ISSN 0276-7333. doi:10.1021/acs.organomet.9b00339.

[4] Münzfeld, Luca; Sun, Xiaofei; Schlittenhardt, Sören; Schoo, Christoph; Hauser, Adrian; Gillhuber, Sebastian; Weigend, Florian; Ruben, Mario; Roesky, Peter W. Introduction of plumbole to f-element chemistry. Chemical Science. 2021-12-10 [2021-12-18]. ISSN 2041-6539. doi:10.1039/D1SC03805B. （原始內容存檔於2022-09-03）（英語）.

[5] Dettlaf G, Weiss E. Crystal structure, proton NMR and mass spectrum of tricarbonylferracyclopentadienetricarbonyliron, C₄H₄Fe₂(CO)₆. J. Organomet. Chem. 1976, 108: 213–23. doi:10.1016/S0022-328X(00)82143-9.

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